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由硒介导的酰胺、甲酰胺、脲和氨基甲酸酯的氮杂烯醇锂与一氧化碳的N-羰基化反应

N-carbonylation of lithium azaenolates of amides, formamides, ureas, and carbamates with carbon monoxide mediated by selenium.

作者信息

Fujiwara Shin-ichi, Okada Kazuhiro, Shikano Yasukazu, Shimizu Yoshihiko, Shin-Ike Tsutomu, Terao Jun, Kambe Nobuaki, Sonoda Noboru

机构信息

Department of Chemistry, Osaka Dental University, Hirakata, Osaka 573-1121, Japan.

出版信息

J Org Chem. 2007 Jan 5;72(1):273-6. doi: 10.1021/jo0615908.

Abstract

N-Carbonylation of less nucleophilic nitrogen compounds was achieved by the reaction of the lithium azaenolates with carbon monoxide and selenium. This reaction proceeds in the cases of amides, formamides, ureas, and carbamates, leading to the formation of the corresponding carbamoselenoates in good to high yields after trapping with BuI.

摘要

通过氮杂烯醇锂与一氧化碳和硒的反应实现了亲核性较弱的含氮化合物的N-羰基化。在酰胺、甲酰胺、脲和氨基甲酸酯的情况下,该反应都能进行,在用碘化丁基捕获后,能以良好到高的产率生成相应的氨基甲酰基硒酸酯。

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