Transannulation of 1-Sulfonyl-1,2,3-triazoles with Heterocumulenes

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• 作者：Stepan Chuprakov ; Sen Wai Kwok ; Valery V. Fokin
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：March 27, 2013
• 年：2013
• 卷：135
• 期：12
• 页码：4652-4655
• 全文大小：321K
• 年卷期：v.135,no.12(March 27, 2013)
• ISSN：1520-5126

文摘

Readily available 1-mesyl-1,2,3-triazoles are efficiently converted into a variety of imidazolones and thiazoles by Rh(II)-catalyzed denitrogenative reactions with isocyanates and isothiocyanates, respectively. The proposed triazole鈥揹iazoimine equilibrium results in the formation of highly reactive azavinyl metal-carbenes, which react with heterocumulenes causing an apparent swap of 1,2,3-triazole core for another heterocycle.