A NEW, GENERAL ENTRY TO 4-SUBSTITUTED INDOLES - SYNTHESIS OF (S)-(-)-PINDOLOL AND (+/-)-CHUANGXINMYCIN

被引：33

作者：

ISHIBASHI, H

TABATA, T

HANAOKA, K

IRIYAMA, H

AKAMATSU, S

IKEDA, M

机构：

[1] Kyoto Pharmaceutical University, Kyoto, 607, Misasagi, Yamashina

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 03期

关键词：

D O I：

10.1016/0040-4039(93)85109-A

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for synthesis of 4-substituted indoles has been developed by using the 7-arylthio-6,7-dihydroindol-4(5H)one 5 as a common intermediate. The method was applied to the synthesis of (S)-(-)-pindolol (II) and (+/-)-chuangxinmycin (16).

引用

页码：489 / 492

页数：4

共 16 条

[1] Chang C.-P., 1976, HUA HSUEH HSUEH PAO, V34, P133
[2] TRANSITION-METAL MEDIATED SYNTHESIS OF (+/-)-CHUANGXINMYCIN METHYL-ESTER
DICKENS, MJ
MOWLEM, TJ
WIDDOWSON, DA
SLAWIN, AMZ
WILLIAMS, DJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (03): : 323 - 325
[3] SYNTHETIC STRATEGIES TO THE ERGOLINE RING-SYSTEM OF ERGOT ALKALOIDS
HORWELL, DC
[J]. TETRAHEDRON, 1980, 36 (22) : 3123 - 3149
[4] ISHIBASHI H, 1991, CHEM PHARM BULL, V39, P1148
[5] KOZIKOWSKI AP, 1981, HETEROCYCLES, V16, P267
[6] SYNTHETIC STUDIES IN THE INDOLE SERIES - PREPARATION OF THE UNIQUE ANTIBIOTIC ALKALOID CHUANGXINMYCIN BY A NITRO-GROUP DISPLACEMENT REACTION
KOZIKOWSKI, AP
GRECO, MN
SPRINGER, JP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (26) : 7622 - 7626
[7] Liang H.-T., 1977, SCI SINICA, V20, P106
[8] Liang H.-T., 1976, HUA HSUEH HSUEH PAO, V34, P129
[9] A FACILE SYNTHESIS OF CHUANGXINMYCIN
MATSUMOTO, M
WATANABE, N
[J]. HETEROCYCLES, 1987, 26 (07) : 1775 - 1778
[10] MODE OF NUCLEOPHILIC-ADDITION TO EPICHLOROHYDRIN AND RELATED SPECIES - CHIRAL ARYLOXYMETHYLOXIRANES
MCCLURE, DE
ARISON, BH
BALDWIN, JJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (13) : 3666 - 3668

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