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1 ity to CGI-17341 (and a related nitroimidazo-oxazole).
2 ine group into an oxazolone or (substituted) oxazole.
3 ng the distinguishing role of the activating oxazole.
4 is detailed, targeting the 5-position of the oxazole.
5 dration of which gave the desired indole bis-oxazole.
6 ed in the elaboration of RRM1 containing the oxazole.
7 oxazole and gave the macrocyclic indole bis-oxazole.
8 e > thiazole > pyrrole > imidazole > furan > oxazole.
9 from novel aryl-substituted o-vinylstyryl-2-oxazoles.
10 n of enamides to afford 2,4,5-trisubstituted oxazoles.
11 to hydroperoxides bearing the heteroaromatic oxazoles.
12 des to 2-phenyl-5-(methylthio)-4-substituted oxazoles.
13 functionalities at 4-position of the product oxazoles.
14 C-5 monosubstituted and C-4,5 disubstituted oxazoles.
15 s also observed in the case of 2-arylbenzo[d]oxazoles.
16 and can also be applied to the synthesis of oxazoles.
17 transfers to ynamides to furnish 4-amino-1,3-oxazoles.
18 ethylene position thereby affording extended oxazoles.
19 eries of reversed amides and azoles, such as oxazole, 1,2,4-oxadiazole, and 1,3,4-oxadiazole, as well
20 ethylamine give 2-substituted condensed ring oxazoles 10, 16a-c, 18a-d, 20a-c, and 25 in a new genera
21 azines 7, pyrazolo-benzooxazines 9, pyrazolo-oxazoles 10, and its analogues 11a-c as potential COX-2
22 uorene 7, 2-(4-cyanophenyl)-5-(4-aminophenyl)oxazoles 14 and 20, 1,3,5-hexatrienes 24a-d and 26a-c, 1
23 eries of alpha-ketoheterocycles based on the oxazole 2 (OL-135) incorporating systematic changes in t
25 r each protein studied, the incorporation of oxazole 2 strongly increased oxazole fluorescence, sugge
27 66, was also expressed in cellulo containing oxazole 2; the incorporation was verified by mass spectr
28 previously unknown benzo[5,6]chromeno[8,7-d]oxazole-2,7(3H)-diones was developed based on the invest
29 ent and DBU-assisted oxidation to form D-Ala-oxazole; (2) formation of D-Val-thiazole and D-Ala-thiaz
30 Intermolecular alkylation of the aziridinyl oxazole 20 using PhSO(2)CH(2)CH(2)OTf is possible despit
35 hange of the core heterocycle readily led to oxazoles 28 and 29, which were confirmed as highly poten
36 amide 8a and 2-oxo-5-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 12a, which resulted in the identif
37 (1-methyl-4-piperidyl)phenyl]-2-oxo-N-pentyl-oxazole-3-carboxamide 32b as a potent AC inhibitor with
38 nitial hits, 2-oxo-4-phenyl-N-(4-phenylbutyl)oxazole-3-carboxamide 8a and 2-oxo-5-phenyl-N-(4-phenylb
40 the proposed binding mode, and comparison of oxazoles 39 and 46 revealed interesting differences in o
42 One compound, 4-(benzyl-(2-[(2, 5-diphenyl-oxazole-4-carbonyl)-amino]-ethyl)-carbamoyl)-2-decanoyla
43 zol-1-yl)propyl)-5-(3-chloro-4-methoxyphenyl)oxazole-4-carboxa mide (PF-04802367 or PF-367) has been
44 riazol-4-yl)-2-methyl-5-(3-methylphenyl)-1,3-oxazole-4-carboxamide (ACT-389949), adding further evide
45 ighly potent, selective, and brain-penetrant oxazole-4-carboxamide-based inhibitors of glycogen synth
47 4-Formyl-5-methoxyisoxazoles give methyl oxazole-4-carboxylates under the same reaction condition
50 ted dipeptide analogue (4) and a fluorescent oxazole (5) having amine and carboxyl groups approximate
52 4-(4-methylpiperazin-1-yl)phenyl]methyl]-1,2-oxazole-5-carboxamide} acts through a novel mechanism of
54 e 4-position of alkyl 4-hydroxynaphtho[2,1-d]oxazole-5-carboxylates can be easily changed by converti
55 d transformation into 4-hydroxynaphtho[2,1-d]oxazole-5-carboxylic esters by formal insertion of the m
60 based on silver ion-assisted intramolecular oxazole alkylation and cyanide-induced ylide generation
61 tuents on the pyridine ring, implicating the oxazole alpha-hydroxy group as an active participant in
62 lulo incorporation of a strongly fluorescent oxazole amino acid (lacking an asymmetric center or alph
63 ly expressed in vitro with several different oxazole amino acids at position 66, was also expressed i
64 the heteroatom substitution position of the oxazole anchor in addition to the aryl substitution patt
65 port properties of conjugated oligomers with oxazole anchors, focusing on the role of the heteroatom
66 of pyridine at the C5 position of the 2-keto-oxazole and 2-keto-1,3,4-oxadiazole derivatives signific
68 and cyclodehydration incorporated the second oxazole and gave the macrocyclic indole bis-oxazole.
69 trategy focused on evaluating the effects of oxazole and phenyl ring replacements of the 2-(5-methyl-
70 iels-Alder reaction of an acetylene-tethered oxazole and the [4 + 3] cycloaddition of an oxyallyl.
73 iotic goadsporin contains six heteroaromatic oxazole and thiazole rings integrated into a linear arra
75 earing heterocycles of the different nature (oxazole and thiophene) as aromatic moieties have been de
77 d for the synthesis of highly functionalized oxazoles and benzofurans using an intramolecular Wittig
80 -catalyzed conditions to yield imidazo[1,2-c]oxazoles and imidazo[2,1-c][1,4]oxazine heterocycles.
82 rbier coupling reactions of alpha-iodomethyl oxazoles and related thiazoles are described with samari
83 ring dicyclizations to form 2,4-concatenated oxazoles and the mild synthesis of thiazoles from natura
84 -4-(3',4',5'-trimethoxyphenyl)-5-substituted oxazoles and their related 4-substituted-5-(3',4',5'-tri
86 ysteine residues of the precursor peptide to oxazoles and thiazoles by the McbBCD synthetase complex.
87 ine residues in a polypeptide precursor into oxazoles and thiazoles during the maturation of the Esch
90 sphonium trifluoromethanesulfonate to afford oxazoles and thiazolines (oxidized to thiazoles) with hi
91 2,6-diethyl-4,8-diarylbenzo[1,2-d:4,5-d']bis(oxazoles) and four different 2,4,6,8-tetraarylbenzobisox
92 nd in P2'-cyclopropylaminobenzothiazole (or -oxazole), and/or P1-benzene ring with fluorine scan of m
94 Quantum chemical analysis on the imidazole, oxazole, and thiazole derivatives of thiazole-2-amine in
96 aining two different heteroatoms (isoxazole, oxazole, and thiazole) and of the aromatic molecules con
97 thods for the synthesis of analogues of this oxazole- and thiazole-containing cyclic peptide have bee
98 therefore, we designed and synthesized model oxazole- and thiazole-peptides and measured their (1)O(2
99 Here we report the preparation of thiazole-, oxazole-, and oxadiazole-containing biarylhydroxamic aci
103 such as pyrroles, pyridines, thiazoles, and oxazoles, as well as other relevant organic derivatives,
105 lation is enabled under gold catalysis by an oxazole-based directing group optimally tethered to a le
106 rphyrinoid generates three pyrrole-modified, oxazole-based porphyrins: the known porpholactol (2-oxa-
107 ions with benzene and related substrates, an oxazole-based superelectrophile is found to be significa
113 bute the activity boost upon substitution of oxazole by oxadiazole to reduced steric interactions in
115 s are converted into four thiazoles and four oxazoles by the three subunit Microcin B17 synthetase.
116 side chain of 2 (OL-135) and representative oxazole C5 substituents were prepared and examined as in
117 NRP heterocyclizations to thiazoles and oxazoles can occur on the elongating framework of acyl-S
120 rocycles, a class of molecules that includes oxazoles, constitute one of the most common building blo
121 ansfer approach allows the generation of 1,3-oxazoles containing a variety of sulfonyl-protected alky
122 ed method for the preparation of a series of oxazole-containing dual PPARalpha/gamma agonists is desc
125 general feature of the interactions between oxazole-containing macrocyclic ligands (including telome
127 ide analogues that contain variations in the oxazole-containing side chain and in the macrolide core
128 hich directly converts isoxazoles into their oxazole counterparts via a photochemical transposition r
129 pyrimidin-5-yl)methyl)piperazin-1-yl)benzo[d]oxazole, demonstrated a correlation between compound per
130 analysis of crystals of 4 and an acetylated oxazole derivative of 5 (6) confirm the proposed structu
132 es of furanone series containing benzene and oxazole derivatives as aryl residues has been carried ou
134 have been developed for selective generating oxazole derivatives which are privileged building blocks
136 -H metalation-Negishi coupling, a late-stage oxazole-directed C-H borylation-oxidation, and one elect
138 cessing structurally unique ionic pyridinium-oxazole dyads (PODs) with tunable emission wavelengths.
139 5-(Ethylsulfonyl)-2-(naphthalen-2-yl)benzo[d]oxazole (ezutromid, 1) is a first-in-class utrophin modu
140 ncorporation of oxazole 2 strongly increased oxazole fluorescence, suggesting its potential utility a
142 chanistic considerations rationalize kinetic oxazole formation over the more customary triazine or py
143 r rhodium carbene N-H insertion, followed by oxazole formation to give (S)-2-[1-tert-(butoxycarbonyla
144 ng three contiguous stereocenters, a modular oxazole formation, a flexible cross-metathesis approach
145 ymmetric ortholithiation strategy, a modular oxazole formation, and a late-stage Z,Z-selective Suzuki
148 ve, densely functionalized 2,4-disubstituted oxazole fragment was constructed using an efficient Negi
150 ated for the synthesis of highly substituted oxazoles from readily accessible ynamides in the presenc
151 acile preparation of mono- and disubstituted oxazoles from these TosMIC reagents and aldehydes is des
153 substituted phenyl rings containing terminal oxazole groups with the same chemical constitution on bo
156 ethod for the synthesis of 4,5-disubstituted oxazoles has been developed directly from carboxylic aci
157 nnulation for the synthesis of naphtho[2,3-d]oxazoles has been developed employing ortho-alkynylamido
160 ne cluster for the synthesis of thiazole and oxazole heterocycles on ribosomally produced peptides.
163 A new set of end-cap heterocycle dimers, oxazole-hydroxybenzimidazole (No-Hz) and chlorothiophene
164 ibutions in the regions of space surrounding oxazole, imidazole, and thiazole are used to investigate
166 ntage over reported procedures includes that oxazoles, imidazoles, benz(ox/othi/imid)azoles, and indo
169 ses the regioselectivity to give 5-amino-1,3-oxazoles, in comparison with the previously reported syn
170 ecreases in the order thiazole > imidazole > oxazole; in combination with previous results on furan,
171 c 1,2,4-oxadiazoles 10, 1,3,4-thiadiazoles > oxazoles including 2 > 1,2-diazines > thiazoles > 1,3,4-
173 o-step synthesis of 2-phenyl-4,5-substituted oxazoles involving intramolecular copper-catalyzed cycli
178 convergent access to densely functionalized oxazoles is realized in a functional-group tolerant mann
179 idazo-oxazine) and CGI-17341 (a nitroimidazo-oxazole) is most commonly mediated by loss of a specific
180 such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in th
183 -2-yl)pyridine (L5), 2-(pyridin-2-yl)benzo[d]oxazole (L6), or 2,2'-dibenzo[d]thiazole (L7) are report
184 s for the synthesis of gamma-butenolides and oxazoles, leveraging Tf(2)O's promoted reactivity of nit
185 sis, and application of a novel bifunctional oxazole linchpin; and Stille coupling of a C(28) trimeth
186 w that conjugated molecules with homogeneous oxazole linkages obey a quantum circuit rule such that G
187 rein we report the repurposing of a thiazole/oxazole-modified microcin (TOMM) cyclodehydratase to sit
189 of orthologous enzymes involved in thiazole/oxazole-modified microcin biosynthesis, a rapidly growin
192 first compound discovered from the thiazole/oxazole-modified microcins family and the linear azole-c
193 ery of new related compounds in the thiazole/oxazole-modified microcins/linear azole-containing pepti
194 rrole groups in meso-tetraphenylporphyrin by oxazole moieties is described, generating inter alia the
195 porphyrin-like chromophore) or (substituted) oxazole moiety (chlorin-like chromophore with, for the p
196 ty (IC(50) > 10 muM), implying that both the oxazole moiety and the phosphate group are necessary for
199 dification of the series revolved around the oxazole moiety to increase the hydrophilicity of the com
200 ure that involves the annelation of the [1,2]oxazole moiety to the isoindole ring, producing derivati
202 prises a 23-membered macrocycle, an embedded oxazole motif, and a macrolactone with a unique ene-thio
203 Bioassay-guided fractionation identified two oxazole natural products with selective activity against
205 n of an additional heteroatom at position 4 (oxazole numbering, N > O > CH) substantially increases a
206 arts: (1) Synthesis of functionalized alkyne oxazoles of type 5; (2) intramolecular Diels-Alder/retro
207 repared by the base-promoted ring-opening of oxazoles, offering an alternative to the conventional fo
210 Depending on the substitution pattern on the oxazole or oxazoline moieties, mono- and dioxabacterioch
212 ues, containing the heme-ligating imidazole, oxazole, or pyridine group instead of the thiazole moiet
213 iumboranes and 2-aminopyridines, imidazoles, oxazoles, or isoxazoles leads to the incorporation of th
214 roducts decorated with thiazoles and (methyl)oxazoles originating from cysteines, serines, and threon
216 al synthesis of galmic, the synthesis of its oxazole precursors, the coupling of the building blocks
217 A series of various di- and trisubstituted oxazole products bearing different appendages including
220 iophene, furan, indole, imidazole, thiazole, oxazole, pyrazole) have been involved into this process,
221 In this work, we demonstrate that the indole-oxazole-pyrrole framework of the breitfussin family of n
222 12 model compounds were determined at pH 7: oxazoles react 2 orders of magnitude faster (k(O(3)) = 9
224 l)carbodiimide hydrochloride (EDCI)-mediated oxazole rearrangement that affords quaternary 5,5-(aryl,
225 d of the expected substituted 2-aminobenzo[d]oxazoles, relatively stable ring-opened oxyphosphonium b
226 ysteine and serine residues to thiazoles and oxazoles, respectively, within the 69 aa McbA structural
231 moothly with the carboxamide en route to the oxazole ring by a P,N- or P,S-bidentate ligand such as M
232 ised that allows for the introduction of the oxazole ring either late in the synthetic sequence via a
233 que functional groups including a conjugated oxazole ring, a bromine substituent, and an alpha-hydrox
234 titution pattern at positions 4 and 5 of the oxazole ring, where the aryl group in position 5 deactiv
239 cy of occurrence is because the thiazole and oxazole rings originate from cysteine, serine, and threo
240 diazocarbonyl compounds to generate the four oxazole rings, which demonstrates the power of rhodium c
243 d biological evaluation of a novel series of oxazole RTAs with high potency, excellent oral bioavaila
245 e a highly divergent synthesis of the indole-oxazole scaffold via a one-pot Friedel-Crafts/Robinson-G
246 uted oxazole 24 was the best compound of the oxazole series in both the ex vivo (6 h pretreated rats)
248 of each other, neither the macrolide nor the oxazole side chain substituents of neopeltolide can inhi
251 with the formation of the 2,4-disubstituted oxazole, so this was synthesized via a modified approach
252 d C(1-28) macrocyclic iodide with a C(29-46) oxazole stannane side chain to establish the complete ph
253 onging to three different chemical families, oxazoles, strobilurins and triazoles, in water and fruit
254 Just as significantly, the nature of the C5 oxazole substituent substantially impacts the selectivit
257 S data analyses, which established 1-3 to be oxazole-substituted 18-membered phosphomacrolides, while
258 After an initial hydroarylation process, the oxazole substructure was deconstructed using a [4 + 2]/r
260 d (1)O(2)) were observed during ozonation of oxazoles, suggesting that all oxygen atoms from ozone ar
261 group in five-position of the benzothiazole/oxazole system could achieve such a gain in selectivity
262 substituents on the 2-phenyl portion of the oxazole tail increased the ex vivo potency of these inhi
263 trate that a synthetic G4 ligand, Y2H2-6M(4)-oxazole telomestatin derivative (6OTD), limits the growt
266 nt methods that provide access to the indole-oxazole template are relatively scarce, which impedes th
267 nonequivalent constitutions (i.e., O(4)O(5) oxazole terminal linkages) show unexpectedly higher cond
268 ese results suggest that charge transport in oxazole-terminated molecules is determined by the hetero
269 observe quantum interference (QI) effects in oxazole-terminated phenylene molecular junctions, includ
270 ), also binds and activates another cyanine, oxazole thiazole blue (OTB), giving two well-resolved em
271 he design and synthesis of a novel series of oxazole-, thiazole-, and imidazole-based inhibitors of I
273 key steps, a diverse set of trifluoromethyl-oxazoles, -thiazoles, -imidazoles, -1,2,4-triazines, and
274 A facile synthesis of 2,4,5-trisubstituted oxazoles through an oxidative, copper-catalyzed, and sol
275 was coupled to another diazocarbonyl-derived oxazole to give the corresponding biaryl, deprotection a
276 n studies showed the ability of the new [1,2]oxazoles to arrest cells in the G2/M phase in a concentr
277 lecular photocyclization in 2-(2-vinylstyryl)oxazoles to form benzo[f]quinoline derivatives proceeds
278 at C2 is viable from the most acidic (benzo)oxazoles to moderately acidic (benzo)thiazoles, as well
279 ion of propargylic stannanes with 5-iodo-1,3-oxazoles to produce 1,1-disubstituted allenes (11).
280 lized the binding site of the benzothiazoles/oxazoles to the CaM-BD/CaM interface and then used compu
282 modeling, we suggest that all benzothiazole/oxazole-type KCa activators bind relatively "deep" in th
283 conditions (dioxane, 105 degrees C) or into oxazoles under noncatalytic thermolysis (o-dichlorobenze
284 eral approach toward 2-thiophenylsubstituted oxazoles using aziridination of a double bond of (acyl)a
285 a one-pot synthesis of 2,4,5-trisubstituted oxazoles via a Friedel-Crafts/Robinson-Gabriel synthesis
286 talyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room
290 s of pyrrolo[2',3':3,4]cyclohepta[1,2-d][1,2]oxazoles was synthesized for the treatment of hyperproli
291 d 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology.
292 expected tripeptide product, 2,5-substituted oxazoles were isolated when O-tert-butyl protected N-hyd
293 he corresponding 2-alkyl-5-aryl- substituted oxazoles were obtained in up to 80% yield via a decarbox
295 t on its aromaticity, which is very minor in oxazole, when compared to furan, and small but noticeabl
298 tion generating cyclopenta[2,3]pyrrolo[2,1-b]oxazoles with good yields and excellent diastereoselecti
300 ing block by regiocontrolled "click-unclick" oxazole-ynone Diels-Alder cycloaddition/cycloreversion a