Radical cyclisation reactions involving phosphonyl radicals: the use of phosphites and phosphine oxides as alternatives to tributyltin hydride

被引:39
作者
Barks, JM
Gilbert, BC
Parsons, AF [1 ]
Upeandran, B
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
[2] Syngenta, Technol & Projects, Huddersfield HD2 1FF, W Yorkshire, England
基金
英国工程与自然科学研究理事会;
关键词
cyclisation; phosphorus compounds; radicals and radical reactions;
D O I
10.1016/S0040-4039(01)00370-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Free radical cyclisation of a variety of 1,6-dienes using CCl4 in the presence of diethyl phosphite or diphenylphosphine oxide has been investigated. These reactions involve addition of the trichloromethyl radical to the diene followed by a 5-exo-trig cyclisation reaction. The resultant cyclic primary radical can abstract a chlorine atom from CCl4 or alternatively, abstract a hydrogen atom from the solvent or the organophosphorus compound. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3137 / 3140
页数:4
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