Generation of Carbamoyl- and Thiocarbamoyllithium Synthons Having a Hydrogen(s) or an Aryl Group on the Nitrogen and Their Trapping with Carbonyl Electrophiles

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• 作者：Nobuaki Kambe ; Toru Inoue ; Takanobu Takeda ; Shin-ichi Fujiwara ; Noboru Sonoda
• 刊名：Journal of the American Chemical Society
• 出版年：2006
• 出版时间：October 4, 2006
• 年：2006
• 卷：128
• 期：39
• 页码：12650 - 12651
• 全文大小：48K
• 年卷期：v.128,no.39(October 4, 2006)
• ISSN：1520-5126

文摘

Dimetalated amides 1 (Y = O) were generated as the synthons of carbamoyllithiums 2 (Y = O) by the reaction of isocyanates with ⁱBu₂AlTeⁿBu and a subsequent tellurium-lithium exchange reaction. A series of amide derivatives 3 (Y = O) were obtained by the trapping of dianion 1 with electrophiles. This transformation can be successfully applied to the generation and trapping of thiocarbamoyllithium synthons 1 (Y = S) as well as to the nucleophilic introduction of the parent carbamoyl moiety H₂NC(O).