FeCl3-catalyzed selective acylation of amines with 1,3-diketones via C-C bond cleavage

被引：28

作者：

Wang, Sinan ^{[1
,2
,3
]}

Yu, Yang ^{[1
,2
]}

Chen, Xuyun ^{[1
,2
]}

Zhu, Haipan ^{[4
]}

Du, Peile ^{[4
]}

Liu, Guohua ^{[4
]}

Lou, Liguang ^{[3
]}

Li, Hao ^{[1
,2
]}

Wang, Wei ^{[1
,2
,5
]}

机构：

[1] E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab New Drug Design, Shanghai 200237, Peoples R China

[2] E China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China

[4] Shanghai Normal Univ, Minist Educ, Key Lab Resource Chem, Shanghai 200234, Peoples R China

[5] Univ New Mexico, Dept Chem & Chem Biol, Albuquerque, NM 87131 USA

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 23期

基金：

中国国家自然科学基金;

关键词：

FeCl3; Acylation; 1,3-Diketones; C-C bond cleavage; STAUDINGER LIGATION; AMIDE SYNTHESIS; OXIDATIVE AMIDATION; CARBOXYLIC-ACIDS; PEPTIDE; CARBON; CHEMISTRY; ALDEHYDES; ACTIVATION; ALCOHOLS;

D O I：

10.1016/j.tetlet.2014.12.146

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a novel FeCl3 catalyzed selective acylation of amines involving the C-C bond cleavage of simple 1,3-diketones. The process proceeds efficiently under a neat condition to give structurally diverse amides. Notably, the acylation process displays high selectivity toward amines over hydroxyl functionality. Traditionally difficult aromatic amines and sterically demanding disubstituted amines can engage in the process with high efficiency. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：3093 / 3096

页数：4

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