Copper(II) tetrafluoroborate as a novel and highly efficient catalyst for N-tert-butoxycarbonylation of amines under solvent-free conditions at room temperature

被引：76

作者：

Chankeshwara, SV ^{[1
]}

Chakraborti, AK ^{[1
]}

机构：

[1] NIPER, Dept Med Chem, Nagar 160062, Punjab, India

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 07期

关键词：

tert-butyl carbamates; amines; di-tert-butyl dicarbonate; copper(II) tetrafluoroborate hydrate; catalyst; chemoselective; solvent free;

D O I：

10.1016/j.tetlet.2005.12.044

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Commercially available copper(II) tetrafluoroborate hydrate was found to be a highly efficient catalyst for chemoselective N-tert-butoxycarbonylation of amines with di-tert-butyl dicarbonate Under solvent-free conditions and at room temperature. Various aromatic airlines were protected as their N-tert-butyl carbamates in high yields and in short times. No competitive side reactions Such as isocyanate, urea, and N,N-di-t-Boc formation was observed. Chemoselective N-tert-butoxycarbonylation was achieved with Substrates hearing OH and SH groups. Chiral alpha-amino acid esters afforded the corresponding N-t-Boc derivatives in excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1087 / 1091

页数：5

共 46 条

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