Acyl radical cyclisation onto pyrroles

被引:55
作者
Allin, SM [1 ]
Barton, WRS
Bowman, WR
McInally, T
机构
[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England
[2] AstraZeneca R&D Charnwood, Loughborough LE11 5RH, Leics, England
基金
英国工程与自然科学研究理事会;
关键词
acyl radicals; radical cyclisation; acyl selenides; heteroarenes; tributyltin hydride;
D O I
10.1016/S0040-4039(01)01639-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetically useful [1,2-a]-fused pyrroles, e.g. 2,3-dihydro-1H-pyrrolizidines substituted in the 1- and 7-positions, have been generated by acyl radical cyclisation onto pyrroles using N-(omega -acyl)-radicals generated front acyl-selenide precursors. The protocol does not require high pressures of CO. Mechanistic studies indicate the key role of azo radical initiators as oxidants of the intermediate pi -radicals. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7887 / 7890
页数:4
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