Synthetic Approaches to N-Methoxy-N-methylamides

被引：1

作者：

Lee, Jae In ^{[1
]}

Park, Hyun ^{[1
]}

机构：

[1] Duksung Womens Univ, Coll Sci & Technol, Dept Chem, Seoul 01369, South Korea

来源：

BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2021年 / 42卷 / 07期

关键词：

N-Methoxy-N-methylamides; Acyl substitution; Coupling agents; Aminocarbonylation; N; O-Dimethylcarbamoylation; ONE-POT SYNTHESIS; ORGANOMETALLIC ADDITION-REACTIONS; PD-CATALYZED AMINOCARBONYLATION; MARINE MACROLIDE CONSTRUCTION; WEINREB AMIDES; CARBOXYLIC-ACIDS; EFFICIENT SYNTHESIS; CONVENIENT METHOD; REGIOSELECTIVE CYCLIZATION; ASYMMETRIC-SYNTHESIS;

D O I：

10.1002/bkcs.12295

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Methoxy-N-methylamides were prepared by the acylation of acid halides, acyl cyanides, esters, lactones, activated amides, and mesyl carboxylates with N,O-dimethylhydroxylamine hydrochloride. The reaction of carboxylic acids with alkyl chloroformates, phosphonate reagents, or coupling agents afforded the activated esters, which were converted to N-methoxy-N-methylamides by (CH3O)NHCH3. N-Methoxy-N-methylamides were also prepared by the oxidative amidation of benzyl alcohols and palladium-catalyzed aminocarbonylation of organoboronic acids or aryl halides with (CH3O)NHCH3 under CO equivalents. Furthermore, N-methoxy-N-methylamides were produced by the selective substitution of N,O-dimethylcarbamoylation agents with organometallic reagents.

引用

页码：1001 / 1013

页数：13

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