SYNTHESIS OF 1,2-FUSED INDOLES BY RADICAL CYCLIZATION

被引：36

作者：

MOODY, CJ

NORTON, CL

机构：

[1] Department of Chemistry, University of Loughborough, Loughhorough

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 49期

关键词：

D O I：

10.1016/0040-4039(95)01909-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of the 1-(omega-iodoalkyl)indole-3-carboxaldehydes 8-13 with tributyltin hydride results in radical cyclisation with oxidation to give the 1,2-fused indoles 14-19.

引用

页码：9051 / 9052

页数：2

共 20 条

[1] OXIDATIVE RADICAL CYCLIZATION TO PYRROLES UNDER REDUCING CONDITIONS - REDUCTIVE DESULFONYLATION OF ALPHA-SULFONYLPYRROLES WITH TRI-N-BUTYLTIN HYDRIDE
ANTONIO, Y
DELACRUZ, ME
GALEAZZI, E
GUZMAN, A
BRAY, BL
GREENHOUSE, R
KURZ, LJ
LUSTIG, DA
MADDOX, ML
MUCHOWSKI, JM
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1994, 72 (01): : 15 - 22
[2] OXIDATIVE RADICAL CYCLIZATION OF (OMEGA-IODOALKYL)INDOLES AND PYRROLES - SYNTHESIS OF (-)-MONOMORINE AND 3 DIASTEREOMERS
ARTIS, DR
CHO, IS
JAIMEFIGUEROA, S
MUCHOWSKI, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) : 2456 - 2466
[3] HOMOLYTIC SUBSTITUTION-REACTIONS OF ELECTRON-RICH PENTATOMIC HETEROAROMATICS BY ELECTROPHILIC CARBON-CENTERED RADICALS - SYNTHESIS OF ALPHA-HETEROARYLACETIC ACIDS
BACIOCCHI, E
MURAGLIA, E
SLEITER, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) : 6817 - 6820
[4] TANDEM RADICAL TRANSLOCATION AND HOMOLYTIC AROMATIC-SUBSTITUTION - A CONVENIENT AND EFFICIENT ROUTE TO OXINDOLES
BECKWITH, ALJ
STOREY, JMD
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (09) : 977 - 978
[5] OXIDATION DURING REDUCTIVE CYCLIZATIONS USING BU3SNH
BOWMAN, WR
HEANEY, H
JORDAN, BM
[J]. TETRAHEDRON, 1991, 47 (48) : 10119 - 10128
[6] CADDICK S, 1992, SYNLETT, P805
[7] CADDICK S, 1993, SYNLETT, P231
[8] NOVEL INTRAMOLECULAR RADICAL DISPLACEMENT-REACTIONS OF 2-INDOLYL ARYL SULFIDES AND SULFOXIDES
CADDICK, S
ABOUTAYAB, K
WEST, RI
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (13) : 1353 - 1354
[9] CYCLOPROPAMITOSENES, NOVEL BIOREDUCTIVE ANTICANCER AGENTS - SYNTHESIS OF 7-METHOXYCYCLOPROPAMITOSENE AND RELATED INDOLEQUINONES
COTTERILL, AS
HARTOPP, P
JONES, GB
MOODY, CJ
NORTON, CL
OSULLIVAN, N
SWANN, E
[J]. TETRAHEDRON, 1994, 50 (25) : 7657 - 7674
[10] AMIDE-BASED PROTECTING/RADICAL TRANSLOCATING (PRT) GROUPS - GENERATION OF RADICALS ADJACENT TO CARBONYLS BY 1,5-HYDROGEN TRANSFER-REACTIONS OF O-IODOANILIDES
CURRAN, DP
YU, HS
LIU, HT
[J]. TETRAHEDRON, 1994, 50 (25) : 7343 - 7366

← 1 2 →