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1 ycals along with various nucleophiles (aryl, alkynyl).
2 via nucleophilic attack of the amide N(-) to alkynyl.
3 ochiral metallocycles with up to 38 6,6'-bis(alkynyl)-1,1'-binaphthalene bridging ligands (L) and 38
4 of a series of compounds belonging to the 5-alkynyl-1,2,3-triazole family that exhibits potent antil
9 eginning with readily available air-stable 1-alkynyl-1-boronate esters, hydroboration with dicyclohex
12 as alkynyl 11-hydroxy-eicosatetraenoic acid, alkynyl 11-hydroxy-8,9-epoxy-eicosatrienoic acid, and al
15 he electrophilic cyclization of various 1-(1-alkynyl)-2-(methylseleno)arenes by Br2, NBS, I2, ICl, Ph
16 the intramolecular heterocyclization of 2-(1-alkynyl)-2-alkene-1-ones and facilitates high levels of
20 )-catalyzed cyclization of N-Boc-protected 6-alkynyl-3,4-dihydro-2H-pyridines, prepared by the Sonoga
21 (1H)-one (EBX) to afford a wide variety of 3-alkynyl-3-alkyl/aryl 2-oxindole under transition-metal f
24 s the straightforward synthesis of various 2-alkynyl-3H-imidazo[4,5-b]pyridines, a valuable scaffold
26 thesize a new metabolic chemical reporter, 6-Alkynyl-6-deoxy-GlcNAc (6AlkGlcNAc), for the identificat
27 ross-coupling of ortho-[2-(4-methoxylphenyl)-alkynyl]acetophenones with ortho-alkynylbenzaldehydes af
31 first-order in [catalyst] and zero-order in [alkynyl alcohol], as observed in the intramolecular hydr
33 clization of the SiMe(3)-terminated internal alkynyl alcohols reveals interesting product profiles wh
34 ylation/cyclization of primary and secondary alkynyl alcohols to yield the corresponding exocyclic en
35 nificantly more rapid than those of internal alkynyl alcohols, arguing that steric demands dominate t
36 benzofuropyridines 8a-p by the reaction of o-alkynyl aldehyde 4a-t and 5a-p with tert-butylamine 6 un
39 and naphthyridines 6a-v by the reaction of o-alkynyl aldehydes 3a-aa with amines having embedded nucl
40 s a facile conversion of easily accessible o-alkynyl aldehydes into medicinally useful heterocycles i
43 atic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedur
45 studies is applied to iron-SciOPP catalyzed alkynyl-alkyl cross-couplings, providing the first detai
47 oxidation of aryl-, silyl-, and alkyl-capped alkynyl alpha-cyano alkanone systems to the correspondin
49 itions for (i) metabolic incorporation of an alkynyl analog of palmitic acid into cellular proteins c
56 oupling reactions between aromatic, alkenyl, alkynyl, and alkyl substrates in library or individual f
57 n of alpha-quaternary centers bearing allyl, alkynyl, and heteroaryl groups in an umpolung fashion.
58 means of Sonogashira reaction, a series of 2-alkynyl- and 2,7-dialkynyl derivatives of 1,8-bis(dimeth
59 in D analogues, we identified a new class of alkynyl- and alkenyl-substituted macrolides with activit
60 bon bond forming methodology using potassium alkynyl- and alkenyltrifluoroborate salts has been devel
64 zation of the resulting N,N-dialkyl-ortho-(1-alkynyl)anilines with arylsulfenyl chlorides or arylsele
65 erall, omega-alkynyl linoleic acid and omega-alkynyl arachidonic acid appear to be metabolically comp
66 of arachidonic acid may limit the utility of alkynyl arachidonic acid in the tracking of cyclooxygena
67 ons of omega-alkynyl linoleic acid and omega-alkynyl arachidonic acid were compared to that of linole
68 d when omega-alkynyl linoleic acid and omega-alkynyl arachidonic acid were reacted with lipoxygenase
70 nopyridines can be prepared by allowing o-(1-alkynyl)arenecarboxaldehydes and ketones to react with I
71 lso readily prepared by the reaction of 2-(1-alkynyl)arenecarboxaldehydes with I2 and simple olefins
72 shown compatibility with alkyl, alkenyl, and alkynyl, aromatic, and several heteroaromatic substituen
74 ganometallic reagents includes alkyl, allyl, alkynyl, aryl, and heteroaryl compounds including those
79 kyl aziridines display similar reactivity to alkynyl aziridines, giving insight into mechanistic poss
80 Multidimensional reaction screening of ortho-alkynyl benzaldehydes with a variety of catalysts and re
82 ves formation of the (E)-1-(2-nitrovinyl)-2-(alkynyl)benzene species 2 via condensation of synthon 1
84 organocatalytic asymmetric approach to beta-alkynyl-beta-amino acids with high efficiency and practi
90 tioselective approaches have been developed; alkynyl boronates add to glycolaldehyde imine to afford
91 ling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles
92 s also extended for the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conj
97 sted acids will catalyze the addition of the alkynyl C-H bond of phenylacetylene to the pincer comple
98 [Tp'Rh(PMe3)] was also able to activate the alkynyl C-H bond of terminal alkynes to give activation
99 eed through three steps: (i) addition of the alkynyl C-H bond to iridium, (ii) insertion of a second
101 C-N bond formation on the more electrophilic alkynyl carbon resulting in the formation of 6-endo-dig
103 N-C bond formation on the more electrophilic alkynyl carbon, resulting in the regioselective 6-endo-d
104 strategy allows direct access to chiral beta-alkynyl carbonyl compounds employing allylic alcohol sub
105 unds with alkynylstannanes to form secondary alkynyl carbonyl compounds via palladium catalysis emplo
106 l-lambda(3)-iodanes have been established as alkynyl cation equivalents for the alkynylation of carbo
108 uronamides derivatives with functionalized 2-alkynyl chains of varying length terminating in a reacti
109 of this unique modification, we developed an alkynyl chemical reporter for detection and identificati
110 e reaction between non-heteroatom-stabilized alkynyl chromium carbene complexes prepared in situ and
111 gen atom directed to the alkylidyne leads to alkynyl-cis-hydride-alkylidyne intermediates, which rapi
112 moieties has been realized using the Huisgen alkynyl click reaction, resulting in altered optical and
116 gation of the gold-carbon bonding in gold(I)-alkynyl complexes using photoelectron spectroscopy and t
117 c material is the first example of a gold(I) alkynyl compound demonstrating vapochromic behavior.
118 pyrazole units by the reaction of alpha,beta-alkynyl compounds with hydrazine monohydrate, (iv) gold-
119 yclic species) synthetic routes to two novel alkynyl-conjugated multiple ferrocene- and biferrocene-c
120 e, diazoacetonitrile (DAN), and an activated alkynyl coupling partner to form substituted 1,2-diarylp
121 e present work investigates this strategy in alkynyl crown ethers, where propargylic C-O bonds contai
122 The metabolic labeling of cells with an alkynyl derivative of 20(S)-hydroxycholesterol has allow
125 and characterization of the mixed-valence mu-alkynyl dicopper complex, [Cu2(mu-eta(1):eta(1)-C identi
127 les by heteroatom substitution and utilizing alkynyl dienophiles enhances the reaction rates up to 10
129 eactions involving unsymmetrical alkenyl and alkynyl dienophiles proceed with good to excellent regio
132 loisomerization reaction of boron-containing alkynyl epoxides toward C2- and C3-borylated furans has
133 ed for the efficient one-step preparation of alkynyl epoxides, important organic building blocks, fro
134 te addition of alkyl groups to an alpha,beta-alkynyl ester intermediate, and differential activation
136 hus allows for rapid elaboration of the beta-alkynyl esters into a variety of chiral, substituted het
137 ew strategy for the synthesis of chiral beta-alkynyl esters which relies on sequential Pd and Cu cata
138 curs with high 1,4-selectivity yielding beta-alkynyl esters with excellent levels of enantioselectivi
140 erated in situ via the retro-ene reaction of alkynyl ethers provides amides in good yield, in many ca
141 ible toward a wide range of aryl-substituted alkynyl ethers with electron-donating and electron-withd
145 ormal [8 + 2] cycloaddition reaction between alkynyl Fischer carbene complexes and tropothione leads
147 cid (LNA) monomers, i.e. conventional and C5-alkynyl-functionalized LNA and alpha-L-LNA pyrimidine mo
148 ition of side chains modified with azido and alkynyl functions and explore alternative synthetic rout
149 mplexes for the facile formation of terminal alkynyl-gold intermediates and activation of the carbon-
150 y, the effects of steric substitution of the alkynyl Grignard reagent on catalytic performance were i
152 ons and regioselective water addition to the alkynyl group at C-3 of the corresponding pyrrole-3-carb
155 Utility is showcased by conversion of the alkynyl group to other useful functional units (e.g., ho
160 0) at a high molar ratio of linear chains to alkynyl groups in the backbone, the brush copolymers wit
161 host maximizes the number of interactions of alkynyl groups with the cation at an ideal distance.
162 ing/withdrawing aryl groups, silyl-protected alkynyl groups, as well as ferrocenyl and azulenyl group
169 ta-C(sp(3))-H bonds in aliphatic amides with alkynyl halides has been enabled using Pd(0)/N-heterocyc
174 ion of in situ generated challenging N-Boc C-alkynyl imines from previously unreported C-alkynyl N-Bo
175 le the phosphatyloxy migration in conjugated alkynyl imines in their cycloisomerization to N-fused py
176 e catalytic asymmetric Mannich reaction of C-alkynyl imines that provide syn-configured propargylamin
178 mmetric addition of carbon nucleophiles to C-alkynyl imines, culminating in a highly syn-selective ca
181 ne-pot reaction involving the treatment of 2-alkynyl indoles with arylacetylenes in the presence of a
182 ism involving an organometallic aryl-Co(III)-alkynyl intermediate species is preferred for terminal a
183 ]metacyclophanedienes (CPD) with alkenyl and alkynyl internal (8,16) groups is described together wit
185 A set of cycloisomerization methodologies of alkynyl ketones and imines with concurrent acyloxy, phos
187 e mechanism of cycloisomerization of skipped alkynyl ketones containing an acyloxy group was found to
188 s of the 1,2-acyloxy migration of conjugated alkynyl ketones en route to furans demonstrated the invo
189 the analogous cycloisomerization of skipped alkynyl ketones proceeds through two consecutive 1,2-mig
190 riments in the cycloisomerization of skipped alkynyl ketones under transition metal catalysis reveale
191 (i) synthesis of pyrrole-derived alpha,beta-alkynyl ketones, (ii) introduction of various substituen
193 ism of the Cp* complexes, while topology and alkynyl ligand electronics combine more subtly to drive
195 or nitrile groups extending tetragonally via alkynyl linkages from the para positions is described.
196 tified the optimal combinations of azido and alkynyl linkers necessary for stapling BCL9 helices.
197 atural product was replaced with alkenyl and alkynyl linkers to probe the influence of structural rig
199 y fatty acid products were formed when omega-alkynyl linoleic acid and omega-alkynyl arachidonic acid
200 nenzymatic and enzymatic oxidations of omega-alkynyl linoleic acid and omega-alkynyl arachidonic acid
201 Cyclooxygenase-1 and -2 did not oxidize alkynyl linoleic but efficiently oxidized alkynyl arachi
202 T1, T3, and T4 have been completed using an alkynyl macrolactone as a common late-stage intermediate
204 provides access to highly useful chiral beta-alkynyl Meldrum's acid building blocks as demonstrated b
206 Herein we describe the development of an alkynyl-modified GlcNAc analog (GlcNAlk) as a new chemic
210 ran, whose substituents are derived from the alkynyl moiety (2-position), the imine (3- and 4-positio
212 -alkynyl imines from previously unreported C-alkynyl N-Boc-N,O-acetals, with alpha-substituted beta-k
214 The enantioselective conjugate addition of alkynyl nucleophiles has been a long-standing challenge
215 ght into iron speciation and reactivity with alkynyl nucleophiles reported herein provides an essenti
216 ron-catalyzed cross-coupling reactions using alkynyl nucleophiles represent an attractive approach fo
218 wed the labeled substrates to be probed with alkynyl or azido-tagged fluorescent reporters by the cop
219 method is reported for the preparation of N-alkynyl or N-bromoalkenyl heteroarenes from bromoalkynes
220 ic acid while reagents bearing, for example, alkynyl or nitrophenyl moieties, hydrolyze extremely slo
222 etrasubstituted chrysenes bearing four aryl, alkynyl, or amino groups by means of the Suzuki, Sonogas
225 o a broad range of alkyl, aryl, alkenyl, and alkynyl organomagnesium, -zinc, -aluminum, or -boron rea
227 e the regioselective epoxide ring-opening of alkynyl oxiranes and a stereoselective aza-Cope-Mannich
228 ce of a Cu(I) catalyst and a pyridine oxide, alkynyl oxiranes and oxetanes can be converted into func
229 spectroscopy to demonstrate that sulfonyl 3-alkynyl pantetheinamide is fully sequestered by the ACP,
230 o cyclization of the resulting 2-nitro-1-(2-(alkynyl)phenyl)ethanol (6) to furnish iodo isochromene d
231 developed a new phosphoramidite synthon--the alkynyl phosphinoamidite, which is compatible with conve
234 pproach are an asymmetric synthesis of the 2-alkynyl piperazine core via a base-promoted isomerizatio
235 -yl)-di-tert-butylphosphine) and the acetate alkynyl position from an aryl to vinyl substituent in th
236 tes with a pendant aryl group at the acetate alkynyl position were found to undergo preferential 1,3-
238 ly to our previous results with an azido Fuc/alkynyl probe system, we demonstrated that click-activat
240 xy-8,9-epoxy-eicosatrienoic acid compared to alkynyl prostaglandins suggests that the omega-alkyne gr
243 especially on (1) effective use of a series alkynyl protecting groups, (2) Sonogashira cross-couplin
244 indium reagents (R3In, R = aryl, heteroaryl, alkynyl) react selectively under palladium catalysis wit
245 nalization of AMPylation substrates with the alkynyl reporter in lieu of adenylyl 5'-monophosphate (A
247 isolation and structural characterization of alkynyl Ru-alkylidene species has been elusive owing to
248 s provides the platform to form a variety of alkynyl Ru-alkylidene species possessing a sterically an
249 ging and visualization of glycoconjugates in alkynyl-saccharide-treated cells at extremely low concen
250 y means of 1,2-Zr/B FLP addition followed by alkynyl shift from boron to zirconium and reductive coup
251 chosen as the target amino acid because its alkynyl side chain can be selectively and efficiently co
253 droxyl side groups, polymeric backbones with alkynyl side groups on essentially every monomer unit (P
255 e report the stereoselective synthesis of an alkynyl side-chain containing (2S,3R)-alpha-hydroxy-beta
256 The synthesis features a base-catalyzed alkynyl silane alcoholysis/ring-closing enyne metathesis
259 -indenes (from beta-alkyl-beta-alkyl/aryl-o-(alkynyl)styrenes) and 3-iodobenzofulvenes (from beta,bet
260 -iodobenzofulvenes (from beta,beta-diaryl-o-(alkynyl)styrenes) in good yields under mild reaction con
261 on the 5-endo iodocyclization reaction of o-(alkynyl)styrenes, represents one of the scarce examples
262 -1-amino-3-yn-2-ols 6, bearing an additional alkynyl substituent alpha to the hydroxyl group, spontan
263 2-dialkynyl-1,2-diols, bearing an additional alkynyl substituent at C-2, a cascade process, correspon
264 cal, generated from spiroepoxide 14, onto an alkynyl substituent generating tetracyclic compound 13 w
265 eful clues for predicting the effects of the alkynyl substituent on the nature of the key intermediat
267 nic and steric properties for three types of alkynyl substituents along the reaction paths and the im
268 ine monomers that are conjugated to small C5-alkynyl substituents induce significant improvements in
270 aryl-substituted acenes, photooxygenation of alkynyl-substituted acenes proceeds most likely by a con
272 anel of glycoproteins by click reaction with alkynyl sugar analogs in plasma cells coupled with mass
276 ess into otherwise difficult to obtain alkyl alkynyl sulfones and cyclic vinyl sulfones via 1,2-rearr
278 w methodology affords formation of alkyl and alkynyl surface monolayers of varied chain lengths (i.e.
280 ly, supplementation of epithelial cells with alkynyl-tagged cholesterol followed by O3 exposure cause
282 st probable conductance value of a family of alkynyl terminated oligophenylenes (OPA(n)) connected to
283 nethiol, DNA) were successfully "clicked" to alkynyl-terminated BDD by irradiating the interface at 3
286 drogen atom directed to the halide gives the alkynyl-trans-hydride-alkylidyne derivatives OsH(C ident
288 eaction of azide with a hypervalent iodonium alkynyl triflate and reacted in situ with 21 different c
290 tion of a sulfonylhydrazone that reacts with alkynyl trifluoroborates to generate a transient proparg
291 ble with substrates containing more than one alkynyl unit, cleanly affording compounds containing mul
293 e dual role of Cu both in transmetalation of alkynyl units to Pd(II) and in assisting reoxidation of
295 ycles by copper(II)-catalyzed cyclization of alkynyl ureas and secondary amides has been developed.
298 ions formed in situ followed by addition of alkynyl zinc complex to produce the propargylamine that
299 alladium catalyzed cross-coupling of methoxy alkynyl zinc reagents allows for the protecting-group-fr
300 2-promoted in situ formation of oxazolidine, alkynyl zinc, and propargylamine intermediates from 1-al
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