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Organic letters

An unusual radical smiles rearrangement

E Bacqué, M El Qacemi, SZ Zard

文献索引:Bacque, Eric; El Qacemi, Myriem; Zard, Samir Z. Organic Letters, 2005 , vol. 7, # 17 p. 3817 - 3820

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被引用次数: 47

摘要

Radicals derived from N-(α-xanthyl) acetanilides or N-(α-xanthyl) acetylaminopyridines possessing a substituent next to the nitrogen undergo a hitherto undocumented Smiles rearrangement proceeding through a four-membered ring. It was also found that under certain conditions the amidyl radical produced by cleavage of the four-membered ring intermediate can undergo fragmentation to give an isocyanate. Such fragmentations are ...