Thioglycoluril as a highly efficient, recyclable and novel organocatalyst for N-Boc protection of amines

被引：32

作者：

Khaksar, Samad ^{[1
]}

Vandat, Seyed Mohammad ^{[1
]}

Tajbakhsh, Mahmood ^{[2
]}

Jahani, Fatemeh ^{[2
]}

Heydari, Akbar ^{[3
]}

机构：

[1] Islamic Azad Univ, Dept Chem, Ayatollah Amoli Branch, Amol, Iran

[2] Mazandaran Univ, Dept Chem, Babol Sar, Iran

[3] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 49期

关键词：

Thioglycoluril; Hydrogen bonding; Chemoselective; (Boc)(2)O; TERT-BUTOXYCARBONYLATION; ARYL AMINES; CATALYST; ACID; CHEMISTRY; ALDEHYDES; THIOUREA; DESIGN;

D O I：

10.1016/j.tetlet.2010.09.096

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient protocol for the chemoselective mono-N-Boc protection of various structurally diverse amines with di-tert-butyl dicarbonate using thioglycoluril as the catalyst is described. The catalyst can be readily separated from the reaction products by simple filtration and recovered for reuse. No competitive side reactions, such as formation of isocyanate, urea, oxazolidinone, and N,N-di-Boc derivatives were observed. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：6388 / 6391

页数：4

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