Boric Acid Catalyzed Direct Amidation between Amino-Azaarenes and Carboxylic Acids

被引：13

作者：

Yun, Fan ^{[1
]}

Cheng, Chunhui ^{[1
]}

Zhang, Jing ^{[1
]}

Li, Jingxuan ^{[1
]}

Liu, Xia ^{[1
]}

Xie, Rui ^{[1
]}

Tang, Pingwah ^{[1
]}

Yuan, Qipeng ^{[1
]}

机构：

[1] Beijing Univ Chem Technol, Organ & Med Chem Div, Coll Life Sci & Technol, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2017年 / 49卷 / 07期

基金：

美国国家科学基金会;

关键词：

amidation; boric acid; azaarenes; aminopyridine; N; N'; N'-tetramethylpropane-1; 3-diamine; AMIDE BOND FORMATION; ORGANOBORON COMPOUNDS; COUPLING REAGENTS; ORGANIC-SYNTHESIS; DERIVATIVES; INHIBITORS;

D O I：

10.1055/s-0036-1588126

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and facile boric acid catalyzed direct amidation between amino-azaarene compounds and carboxylic acids has been developed. The amidation proceeded cleanly and provided good to excellent yields of the desired amides. Boric acid is a green and inexpensive catalyst. We have also found that N,N,N',N'-tetramethylpropane-1,3-diamine acted as an additive accelerating this boric acid catalyzed amidation. A mixed acid anhydride is postulated to be the active intermediate responsible for this successful amidation. This direct amidation is an atom- and step-economical reaction.

引用

页码：1583 / 1596

页数：14

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