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1 ne and therefore the rate of buildup of E(Q)(indoline).
2 followed by a very slow reappearance of E(Q)(indoline).
3 e, E(A-A), is formed and the enzyme releases indoline.
4 the high local concentration of sequestered indoline.
5 ng insights into the selectivity afforded by indoline.
6 to the preparation of a 1,2,3-trisubstituted indoline.
7 stereodiscriminations for most of the tested indolines.
8 paration of 2,3-cis- and trans-disubstituted indolines.
9 xaldehyde with the appropriately substituted indolines.
10 well-known blueprint for accessing 2,3-fused indolines.
11 ccess to 2-substituted and 2,2-disubstituted indolines.
12 onding to N and one to the C7 of indoles and indolines.
13 rected C-H borylation to form useful C7-BPin-indolines.
14 ts can be converted in situ into C7-BPin-N-H-indolines.
15 ruction of enantioenriched 2,2-disubstituted indolines.
16 cess to a variety range of three-dimensional indolines.
17 E-H (E=N/C) functionalisation of indoles and indolines.
18 ry-function studies of a series of bioactive indolines.
19 antioselective synthesis of fused polycyclic indolines.
21 group gave either tetrahydroquinolines 18 or indolines 14 in high overall yield and diastereoselectiv
25 wo-step, cis-diastereoselective synthesis of indoline-2,3-fused chromans from 3-substituted indoles.
29 ence of proline for the trans isomer, making indoline-2-carboxylic acid a good candidate for the desi
30 tudy on the conformational properties of (S)-indoline-2-carboxylic acid derivatives has been conducte
31 ture exploiting the striking tendency of (S)-indoline-2-carboxylic acid to drive the peptide bond con
33 uted-thiazolo[3,2-a]indoles from 3-alkylated indoline-2-thiones and 2-halo-ketones has been developed
34 of donor-acceptor cyclopropanes (DACs) with indoline-2-thiones in the presence of Sc(OTf)(3) as a Le
36 drospiro[[1,2,3]triazolo[4,5-b]pyridine-7,3'-indoline]-2',5(3H)-dione analogues were synthesized and
37 described spiro[imidazo[1,5-c]thiazole-3,3'-indoline]-2',5,7(6H,7aH)-trione p53 modulators were prep
38 CFM-4 (1(2-chlorobenzyl)-5'-phenyl-3'H-spiro[indoline-3,2'-[1,3,4]thiadiazol]-2-one), a lead compound
39 and 2,3-allenoate into enantioenriched spiro[indoline-3,2'-pyrrole] derivatives with a quaternary ste
42 quinolino[3,4-b]quinoxalin-6-ones from spiro[indoline-3,2'-quinoxaline]-2,3'-diones, which are readil
43 '-(cyclohexane carbonyl)-1-methyl-2-oxospiro[indoline-3,2'-thiazolidine] (4n) emerged as the most pot
45 ous retro-Mannich fission to produce a spiro[indoline-3,3'-pyrrolenine] with relative configuration d
46 beta-phenyltropane, 6, and 1-methylspiro[1H-indoline-3,4'-piperidine], 7, were synthesized and teste
50 1-(2-Hydroxy-2-methyl-3-phenoxypropanoyl)-indoline-4-carbonitriles showed potent binding to the an
51 ome, which is formed through coupling at the indoline 5-position using redox chemistry, exhibits pH-g
54 s of enantiomerically enriched 2-substituted indolines, a substructure found extensively in both hete
55 or the construction of highly functionalized indolines, a substructure occurring in numerous biologic
56 atization is an important strategy to access indolines: a motif present in a variety of natural produ
57 for the concise synthesis of CF(3)-attached indoline alkaloid analogues, i.e., CF(3)-(+/-)-desoxyese
58 red synthesis of a highly diverse polycyclic indoline alkaloid library, that selectively resensitizes
61 atile, amide-directed ortho-acetoxylation of indoline amides enabled our implementation of a unified
62 synthesis of a wide variety of chiral cyclic indoline aminals and indole aminals with aromatic and al
63 and efficient asymmetric synthesis of cyclic indoline aminals was developed with a high level of 1,3-
65 sformation (by making a benzologue) gave the indoline analogue, butabindide (33) as a reversible inhi
66 ange of synthetically important and advanced indoline analogues are selectively functionalized at the
67 oacrylate intermediate with the nucleophiles indoline and 2-aminophenol correlate with an upfield shi
68 labeling studies from the reactions of both indoline and acyclic arylamines with DCCPh showed that t
69 derived imidate led to the identification of indoline and aminoethanol as C3- and C2-selective carbon
70 on/direct arylation cascade reaction between indoline and an arylated agent was efficaciously perform
73 pounds, named GRL-1720 and 5h, containing an indoline and indole moiety, respectively, which target t
75 quickly through the quinonoid state to give indoline and the alpha-aminoacrylate Schiff base, E(A-A)
76 intermediate in rapid equilibrium with bound indoline and the E(A-A) intermediate before leaking out
77 ion limits the rate of accumulation of free indoline and therefore the rate of buildup of E(Q)(indol
80 al triarylmethanes through C-H alkylation of indolines and 1,2,3,4-tetrahydroquinolines with aryl ald
83 iate conditions, can directly deliver varied indolines and hydroindolines through [4+2] cycloaddition
84 novel pyridyl- or isoquinolinyl-substituted indolines and indoles was designed via a ligand-based ap
85 and 4-pentenylsulfonamides to afford chiral indolines and pyrrolidines, respectively, was investigat
89 his method enables atom-economical access to indolines and tetrahydroquinolines in excellent yields,
92 ly catalyzed acceptorless dehydrogenation of indolines and tetrahydroquinolines to afford indoles and
93 gioselectivity, targeting the C5 position of indolines and the C6 position of tetrahydroquinolines ex
95 d proficiently constructs dihydrobenzofuran, indoline, and chroman skeletons of biological significan
96 of heterocyclic substrates including indole, indoline, and indazole afford the desired products in mo
97 construction of enantioenriched pyrrolidine, indoline, and piperidine rings using an organocatalyzed,
99 action affords enantioenriched pyrrolidines, indolines, and gamma-amino-alpha,beta-unsaturated carbon
101 reas hydrogen bonding interactions probed by indoline are insensitive to solvent identity and instead
106 brium distribution strongly in favor of E(Q)(indoline) as a consequence of the high local concentrati
107 , hydroarylation reactions with formation of indolines, as well as intramolecular hydroaminations and
109 a- connected (related to the nitrogen of the indoline) azobenzene-spiropyran dyads, in which the cent
110 Here, we describe the identification of an indoline-based compound inhibiting both 5-lipoxygenase (
111 i multicomponent reaction for generating two indoline-based subseries, reproducing the captopril bind
112 responding nitroarenes, this method provides indolines bearing pendant functionality and complex ring
113 ereocenter and represent an unusual class of indolines bearing structural resemblance to the hybrid n
114 nantioselective approach to the synthesis of indolines bearing two asymmetric centers, one of which i
117 pallada(II)cycle, which is converted into an indoline by oxidative addition to the diaziridinone and
118 A catalytic approach for the preparation of indolines by dearomatizing cyclization is presented.
120 Synthetically useful C2- and C3-borylated indolines can be accessed through a simple change in N-p
128 indane scaffold CD4mc, BNM-III-170, several indoline CD4mcs exhibit increased potency and breadth ag
135 ed to synthesize azetidine, pyrrolidine, and indoline compounds via palladium-catalyzed intramolecula
136 unctionalized cyclopenta- or cyclohexa-fused indoline compounds, which are common structures of many
138 y enantioenriched 2,3-dihydrobenzofurans and indolines containing molecules from readily available su
140 variety of substituents are tolerated on the indoline-core and the N1-acyl group, the acetoxylation i
142 Enzymatic and cellular assays revealed the indoline derivative 43 as a notable 5-LOX inhibitor, gui
143 he presence of DDQ, the aromatization of the indoline derivative was converted to the indole derivati
144 zation of a bromine-substituted, tetracyclic indoline derivative with alkyl groups, employing a mild
146 Further, selective C(7)-H alkenylation of indoline derivatives has also been accomplished using ac
147 rless dehydrogenation of tetrahydroquinoline/indoline derivatives in toluene (release of H2) at 130 d
148 strategy for the C(7)-H functionalization of indoline derivatives using first-row transition-metal co
149 uccessfully expanded for C7-acetoxylation of indoline derivatives using pyrimidine as a detachable di
151 ic system, the formation of CF(3)-containing indoline derivatives was observed with good yields.
158 amolecular N- or O-arylation step leading to indolines, dihydrobenzofurans, and six-membered analogue
161 d the synthesis of 2,3-cis-fused tetracyclic indolines featuring a C3 all-carbon quaternary stereocen
162 ve a rapid formation and dissipation of E(Q)(indoline) followed by a very slow reappearance of E(Q)(i
164 r is strongly impaired; the fraction of E(Q)(indoline) formed is <3.5% of that given by the Na(+)-bou
166 th molecules fuses a benzooxazine ring to an indoline fragment and can be assembled efficiently in th
167 ovalent attachment of a cyanide anion to the indoline fragment is responsible for these transformatio
170 ine in the DIT reaction; however, leakage of indoline from the enzyme into solution still occurs.
171 The preparation of trans-2,3-disubstituted indolines from 1-azido-2-allylbenzene derivatives via a
172 d intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds
173 simple synthesis of C(3)-N(1') heterodimeric indolines from the addition of indole nucleophiles to re
175 zed intramolecular cyclization of three such indolines gave tetracyclic lactams in 89, 90, and 61% yi
176 ver, when GP is bound to the alpha-site, the indoline generated by DIT cleavage in the first turnover
177 sphate (GP) binds and closes the alpha-site, indoline generated in the DIT reaction is trapped for a
179 olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing t
181 l diazoacetates results in the generation of indolines having quaternary substitution at C3 in high d
183 tic effect that greatly slows the leakage of indoline in the DIT reaction and enhances the trapping e
184 ificantly more effective than GP in trapping indoline in the DIT reaction; however, leakage of indoli
186 ves access to a wide variety of cyclopenta[b]indolines in good to excellent yields, with high functio
187 ables the synthesis of a range of polycyclic indolines in good yields and with high enantioselectivit
188 dole boronate as a way to access substituted indolines in high diastereoselectivities is presented.
191 l/photoredox catalysis is used to synthesize indolines in one step from iodoacetanilides and alkenes.
192 talyzed interconversion of diastereoisomeric indolines in the presence of certain quaternary ammonium
193 zed regioselective C(sp(2))-H methylation of indolines in the presence of ethanol has been explored.
194 oach offers a direct route to functionalized indolines in yields of up to 81% under mild photochemica
196 partners for the preparation of 2-subsituted indolines, including sterically demanding substrates tha
198 les and on the synthesis and modification of indolines, indolin-2-ones, indolin-3-ones, and isatins.
200 3-indolyl)succinimide to give a key class of indoline intermediates that could be glycosylated stereo
201 electrophile that transforms N-H indoles and indolines into N/C7-diborylated indolines, with N-H bory
205 nds to the alpha-site and E(A-A) and/or E(Q)(indoline) is formed at the beta-site, thereby trapping i
206 synthesize DIT, the quinonoid species, E(Q)(indoline), is formed quickly, while in the reverse react
207 ith the analogous indolyl derivatives, spiro[indoline-isoquinolinoxazine] (3) and spiro[indoline-phen
210 of Z,E and E,E isomers; substitution of the indoline nitrogen with an N-benzyl group resulted in inc
211 oduce the C7 quaternary stereocenter and the indoline nucleus of the natural product's scaffold.
213 The decay of the transiently formed E(Q)(indoline) occurs due to leakage of indoline from the clo
217 m cyclization of 1,6-diynes with substituted indolines or indoles through consecutive dual C-H bond a
219 rmed from pyrrolidines, N-amino indoles from indolines, orthoquinodimethane intermediates from isoind
221 o[indoline-isoquinolinoxazine] (3) and spiro[indoline-phenanthrolinoxazine] (4) through XRD analysis
223 ough more favorable pai-pai overlap from the indoline pose and by making favorable contacts with the
225 Very high regioselectivity for 3-substituted indoline products is obtained for both aliphatic and sty
227 the chemically rich crystal structure of the indoline quinonoid intermediate in the pyridoxal-5'-phos
228 -A) reacts rapidly with indoline to give the indoline quinonoid species, E(Q)(indoline), which slowly
229 tanidin and a betalain analogue derived from indoline resulted as the most potent inactivators of lip
230 alkyl substitution at the C3 position of the indoline ring enhanced selectivity for the norepinephrin
231 acyl chain-binding chamber of LpxH with its indoline ring situating adjacent to the active site, its
232 ompounds bearing a 3,3-dimethyl group on the indoline ring, 9k, 9o,p, and 9s,t, exhibited potent inhi
236 vides regiodivergent access to 3-substituted indolines, showcasing excellent regioselectivity and rea
239 natural alkaloids, guide C7-acetoxylation of indoline substrates over a competitive C5-oxidation.
242 th an asymmetric migratory ring expansion of indoline, tetrahydroquinoline, or tetrahydrobenzazepine
243 ted nitrogen-containing heterocycles such as indolines, tetrahydroquinolines, and tetrahydrobenzazepi
244 Simple benzo-fused nitrogen heterocycles (indolines, tetrahydroquinolines, and their homologues) u
245 ctive C-H functionalization of electron-rich indolines that are otherwise highly reactive toward elec
246 this pathway, we synthesized 120 polycyclic indolines that contain 26 distinct skeletons and a wide
247 s also support a mechanism for the escape of indoline through the alpha-site that is limited by ASL d
248 rgent synthesis of functionalized polycyclic indolines through formal [3 + 2] and [4 + 2] cycloadditi
251 doles leading to 2,3-dialkoxy or 2,3-diazido indolines under undivided conditions at a constant curre
252 cting as a three-atom component to construct indoline units in a highly regio- and diastereoselective
253 mployed to synthesize the resorcinol and iso-indoline units, respectively, which were efficiently cou
254 ective C-H and N-H bond functionalization of indolines using alcohols in water via tandem dehydrogena
255 ifluoromethylthiolation and thioarylation of indolines using bench-stable reagents have been explored
257 y regioselective acylation of carbazoles and indolines using molecular oxygen as the green oxidant.
258 he enantioselective synthesis of tetracyclic indolines using silver(I)/chiral phosphoric acid catalys
259 ound to generate C(3) quaternary substituted indolines via a thionium ylide-initiated [3,3]-sigmatrop
261 approach for the synthesis of 3-substituted indolines via regio- and stereoselective SN2-type ring-o
265 transient directing group, multisubstituted indolines were produced in up to 92% yield with 96% ee.
267 to give the indoline quinonoid species, E(Q)(indoline), which slowly converts to dihydroiso-l-tryptop
268 protocol in the synthesis of functionalized indolines, which occurred with high levels of regiocontr
269 1',3',3'-trimethyl-6-nitrospiro[chromene-2,2-indoline], which is linked with an MRI contrast agent, g
270 ol for the cross-dehydrogenative coupling of indoline with sulfonamides, carboxamides, and anilines i
272 ed dehydrogenative tandem transformations of indolines with alkenes or aldehydes to afford 3-alkylind
273 ve dual C-7 and C-6 C-H functionalization of indolines with azabenzonorbornadienes has been accomplis
274 directing group-assisted C7 C-C coupling of indolines with aziridines has been developed by merging
275 nd formation for the oxidative annulation of indolines with aziridines is accomplished employing the
277 ) species to provide substituted indoles and indolines with high enantio-, regio-, and diastereoselec
279 y important CF(3)-containing 3,3-spirocyclic indolines with moderate to high yields and excellent dia
281 indoles and indolines into N/C7-diborylated indolines, with N-H borylation directing subsequent C7-H
282 iched 2- and 2,2-subsituted pyrrolidines and indolines, without prior derivatization of the alcohol o