Practical Approach for the Preparation of α-Keto Amides by Direct Aminocarbonylation of Carboxylic Esters with a Carbamoylsilane

Autor:	Yuling Han, Weidong Li, Shenghua Han, Jiangwen Ma, Jianxin Chen
Rok vydání:	2020
Předmět:	Carbamoylsilane chemistry.chemical_compound chemistry Amide Aryl Organic Chemistry Organic chemistry Silane Vicinal
Zdroj:	Synlett. 31:977-981
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0039-1691737
Popis:	A novel and practical method has been developed for the preparation of α-keto amides by a catalyst-free aminocarbonylation of carboxylic esters with N,N-dimethylcarbamoyl(trimethyl)silane under neutral conditions. A new protocol for the synthesis of vicinal tricarbonyl compounds was also developed by using this method. In the case of diesters, only one ester group reacted selectively with 1.2 equivalents of the carbamoylsilane, leading to the formation of a single α-keto amide. The reaction was suitable for aryl, hetaryl, or open-chain esters containing strongly electron-withdrawing groups.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3ebac84960bba87e644653a10596ed8d https://doi.org/10.1055/s-0039-1691737 Zobrazit plný text záznamu