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室温下用于合成伯酰胺的转酰胺化反应。

Transamidation for the Synthesis of Primary Amides at Room Temperature.

作者信息

Chen Jiajia, Xia Yuanzhi, Lee Sunwoo

机构信息

Department of Chemistry, Chonnam National University, Gwangju, 61186, Republic of Korea.

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035, P. R. China.

出版信息

Org Lett. 2020 May 1;22(9):3504-3508. doi: 10.1021/acs.orglett.0c00958. Epub 2020 Apr 16.

DOI:10.1021/acs.orglett.0c00958
PMID:32298591
Abstract

Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH)CO reacts with a tertiary amide bearing an -electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, -tosylated lactam derivatives afforded their corresponding -tosylamido alkyl amide products via a ring opening reaction.

摘要

在无金属和温和的反应条件下,通过各种叔酰胺的转酰胺化反应合成了各种伯酰胺。当(NH)CO与带有吸电子取代基(如磺酰基和二酰基)的叔酰胺在二甲基亚砜中于25℃反应时,所需的伯酰胺产物以良好的收率形成,且具有良好的官能团耐受性。此外,对甲苯磺酰化的内酰胺衍生物通过开环反应得到了它们相应的对甲苯磺酰胺基烷基酰胺产物。

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