Indole arylation studies directed towards the synthesis of simplified eastern subunits of chloropeptin and kistamycin

被引：23

作者：

Carbonnelle, AC ^{[1
]}

Zamora, EG ^{[1
]}

Beugelmans, R ^{[1
]}

Roussi, G ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(98)00818-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aryl indoles which are building blocks for the synthesis of simplified analogues of macropolypeptides containing an endo carbon-carbon bond are obtained by Suzuki Pd-catalyzed cross coupling reactions involving either haloindoles or indole boronic acids and properly meta substituted phenyl components. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：4467 / 4470

页数：4

共 14 条

[1] Trifluoromethanesulfonic anhydride-4-(N,N-dimethylamino)pyridine as a reagent combination for effecting Bischler-Napieralski cyclisation under mild conditions: Application to total syntheses of the Amaryllidaceae alkaloids N-methylcrinasiadine, anhydrolycorinone, hippadine and oxoassoanine
Banwell, MG
Bissett, BD
Busato, S
Cowden, CJ
Hockless, DCR
Holman, JW
Read, RW
Wu, AW
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (24) : 2551 - 2553
[2] The first synthesis of 16+15-membered bicyclic polypeptide model of A-O-C-B-O-D rings of kistamicin
Beugelmans, R
Zamora, EG
Roussi, G
[J]. TETRAHEDRON LETTERS, 1997, 38 (47) : 8189 - 8192
[3] HIGH YIELDS OF UNSYMMETRICAL BIARYLS VIA CROSS-COUPLING OF ARYLBORONIC ACIDS WITH HALOARENES USING A MODIFIED SUZUKI-BELETSKAYA PROCEDURE
CAMPI, EM
JACKSON, WR
MARCUCCIO, SM
NAESLUND, CGM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (20) : 2395 - 2395
[4] CARRERA JM, 1994, SYNLETT, P93
[5] N-(ACYLOXYALKYL)PYRIDINIUM SALTS AS SOLUBLE PRODRUGS OF A POTENT PLATELET-ACTIVATING-FACTOR ANTAGONIST
DAVIDSEN, SK
SUMMERS, JB
ALBERT, DH
HOLMS, JH
HEYMAN, HR
MAGOC, TJ
CONWAY, RG
RHEIN, DA
CARTER, GW
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (26) : 4423 - 4429
[6] Stereostructure of (-)-chloropeptin I, a novel inhibitor of gp120-CD4 binding, via high-temperature molecular dynamics, Monte Carlo conformational searching, and NMR spectroscopy
Gouda, H
Matsuzaki, K
Tanaka, H
Hirono, S
Omura, S
McCauley, JA
Sprengeler, PA
Furst, GT
Smith, AB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (51) : 13087 - 13088
[7] Synthesis of C-C biaryl segment of complestatin and chloropeptin: Approach to the right hand CEF-ring system of complestatin
Gurjar, MK
Tripathy, NK
[J]. TETRAHEDRON LETTERS, 1997, 38 (12) : 2163 - 2166
[8] CHLOROPEPTIN-I AND CHLOROPEPTIN-II, NOVEL INHIBITORS AGAINST GP120-CD4 BINDING FROM STREPTOMYCES SP
MATSUZAKI, K
IKEDA, H
OGINO, T
MATSUMOTO, A
WOODRUFF, HB
TANAKA, H
OMURA, S
[J]. JOURNAL OF ANTIBIOTICS, 1994, 47 (10) : 1173 - 1174
[9] METAL-HALOGEN EXCHANGE OF BROMOINDOLES - A ROUTE TO SUBSTITUTED INDOLES
MOYER, MP
SHIURBA, JF
RAPOPORT, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) : 5106 - 5110
[10] NEW ANTIVIRAL ANTIBIOTICS, KISTAMICIN-A AND KISTAMICIN-B .1. TAXONOMY, PRODUCTION, ISOLATION, PHYSICOCHEMICAL PROPERTIES AND BIOLOGICAL-ACTIVITIES
NARUSE, N
TENMYO, O
KOBARU, S
HATORI, M
TOMITA, K
HAMAGISHI, Y
OKI, T
CAREOFOKUMURA, J
[J]. JOURNAL OF ANTIBIOTICS, 1993, 46 (12) : 1804 - 1811

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