Radical-mediated cyclization reactions leading to spiro and [6,6]-fused heterocycles

被引：8
|
作者：
Majumdar, K. C. [1 ]
Debnath, P. [1 ]
Pal, A. K. [1 ]
Chattopadhyay, S. K. [1 ]
Biswas, A. [1 ]
机构：
[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India
来源：
CANADIAN JOURNAL OF CHEMISTRY | 2007年 / 85卷 / 06期
关键词：
aryl-radical cyclization; coumarin and pyrone derivatives; 5-exo-trig; 5-endo-trig; '' Bu3SnH; sulfur heterocycles;
D O I：
10.1139/V07-046
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Regiochemical study of "Bu3SnH-AIBN-mediated aryl-radical cyclization of different 3-(2-bromophenylsulfenylmethyl)coumarins, 3-(2-broi-nophenylsulfonyl-methyl)coumarins, and 6-[(2-broinophenoxy)methyl]-4-methoxypyran-2-ones have been investigated with the formation of different [6,6]-fused and spirocylic heterocycles. The sulfides and ethers were prepared from 3-chloromethyl cournarin and 6-(bromoinethyl)-4-methoxy pyran-2-one with different 2-bromothiophenol and 2-bromophenols under classical alkylation condition. The corresponding sulfones were prepared by oxidation of the sulfides with m-CPBA.
引用
收藏
页码：445 / 452
页数：8
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