Aryl radical cyclisation onto pyrroles

被引:50
作者
Escolano, C [1 ]
Jones, K [1 ]
机构
[1] Kingston Univ, Sch Chem & Pharmaceut Sci, Kingston upon Thames KT1 2EE, Surrey, England
关键词
radicals; cyclisation; pyrroles; regioselection; natural products;
D O I
10.1016/S0040-4020(02)00007-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The intramolecular cyclisation of aryl radicals onto a pyrrole is studied. The cyclisation allows the synthesis of either the spiropyrrolidinyloxindole or the pyrrolo[3,2-c]quinoline skeleton depending on the nature of the protecting group at the N-pyrrole atom. The regiochemistry of the cyclisation is not affected by the substituents on the benzene ring. Some limitations on the utility of tosylmethyl-isocyanide in pyrrole synthesis are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
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页码:1453 / 1464
页数:12
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