Reaction of 1, 2, 3-benzothiadiazoles with radicophilic alkenes and alkynes in di-tert-butyl peroxide

A Albertazzi, R Leardini, GF Pedulli…

文献索引：Albertazzi, A.; Leardini, R.; Pedulli, G.F.; Tundo, A.; Zanardi, G. Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4482 - 4486

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被引用次数: 21

摘要

The reaction of 6-X-1, 2, 3-benzothiadiazoles (1) with the radicophilic alkenes 1, l- diphenylethylene (2) and 1-cyano-1-(tert-buty1thio) ethylene (3) and the alkynes P h C e R (4, R= H or Ph) in di-tert-butyl peroxide (TBP) leads to the cycloadducta 5, 7, and 8. The proposed mechanism involves an initial attack by tert-butoxy radical at the sulfur atom of 1 affording the radical intermediate 9 which is responsible for the formation of all the ...