Radical catalysed cyclisations onto sulfone-substituted indoles

被引:30
作者
Caddick, S [1 ]
Shering, CL
Wadman, SN
机构
[1] Univ Sussex, Chem Lab, Ctr Biomol Design & Drug Dev, Brighton BN1 9QJ, E Sussex, England
[2] Glaxo Wellcome Res & Dev Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
radical cyclisation; sulfonyl radicals; indoles;
D O I
10.1016/S0040-4020(99)01027-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new radical chain process catalysed by sulfonyl radicals has been used for the synthesis of functionalised indoles. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:465 / 473
页数:9
相关论文
共 27 条
[11]   NOVEL INTRAMOLECULAR RADICAL DISPLACEMENT-REACTIONS OF 2-INDOLYL ARYL SULFIDES AND SULFOXIDES [J].
CADDICK, S ;
ABOUTAYAB, K ;
WEST, RI .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (13) :1353-1354
[12]   INTERMOLECULAR RADICAL DISPLACEMENT-REACTIONS OF HETEROAROMATIC ARYL SULFONES [J].
CADDICK, S ;
KHAN, S .
TETRAHEDRON LETTERS, 1993, 34 (46) :7469-7470
[13]   Intramolecular radical substitution reactions: A novel approach to fused [1,2-a]indoles [J].
Caddick, S ;
Aboutayab, K ;
Jenkins, K ;
West, RI .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (07) :675-682
[14]   Application of a radical catalysed isomerisation reaction to the synthesis of fused [1,2-a]indoles [J].
Caddick, S ;
Shering, CL ;
Wadman, SN .
TETRAHEDRON LETTERS, 1997, 38 (35) :6249-6250
[15]   Heteroaryl radicals in synthesis: Radical cyclisation reactions of 2-bromoindoles [J].
Dobbs, AP ;
Jones, K ;
Veal, KT .
TETRAHEDRON, 1998, 54 (10) :2149-2160
[16]  
Giese B., 1986, RADICALS ORGANIC SYN
[17]   CASCADE RADICAL REACTIONS IN SYNTHESIS - A NEW AND GENERAL-APPROACH TO CONDENSED THIOPHENES [J].
HARROWVEN, DC ;
BROWNE, R .
TETRAHEDRON LETTERS, 1995, 36 (16) :2861-2862
[18]   FURTHER RADICAL INDUCED CYCLIZATIONS OF UNSATURATED SULFONES [J].
HARVEY, IW ;
WHITHAM, GH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (02) :185-190
[19]   RADICAL REACTIONS IN NATURAL PRODUCT SYNTHESIS [J].
JASPERSE, CP ;
CURRAN, DP ;
FEVIG, TL .
CHEMICAL REVIEWS, 1991, 91 (06) :1237-1286
[20]   Synthesis of 1,2-fused indoles by radical cyclisation [J].
Moody, CJ ;
Norton, CL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (17) :2639-2643