Diphenylsilane as a coupling reagent for amide bond formation

被引：54
|
作者：
Sayes, Morgane [1 ]
Charette, Andre B. [1 ]
机构：
[1] Univ Montreal, Dept Chem, Ctr Green Chem & Catalysis, Fac Arts & Sci, POB 6128, Montreal, PQ H3C 3J7, Canada
来源：
GREEN CHEMISTRY | 2017年 / 19卷 / 21期
基金：
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词：
PEPTIDE-SYNTHESIS; CARBOXYLIC-ACIDS; CATALYZED AMIDATION; SECONDARY AMIDES; N-ALKYLATION; AMINES; RUTHENIUM; THIOACIDS; ALCOHOLS; SILANES;
D O I：
10.1039/c7gc02643a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple procedure for amide bond formation using diphenylsilane as a coupling reagent is described. This methodology enables the direct coupling of carboxylic acids with primary and secondary amines, releasing only hydrogen and a siloxane as by-products. Only one equivalent of each partner is needed, providing a more sustainable amidation method producing minimal wastes. This methodology was also extended to the synthesis of peptides and lactams by addition of Hunig's base (DIPEA) and 4-dimethyl-aminopyridine (DMAP).
引用
收藏
页码：5060 / 5064
页数：5
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