A NOVEL METHOD FOR THE SYNTHESIS OF ISOCYANATES UNDER MILD CONDITIONS

被引:148
作者
KNOLKER, HJ
BRAXMEIER, T
SCHLECHTINGEN, G
机构
[1] Institut für Organische Chemie, Universität Karlsruhe, D-76131, Richard‐Willstätter‐Allee
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 22期
关键词
ARENES; DI-TERT-BUTYL DICARBONATE; ISOCYANATES;
D O I
10.1002/anie.199524971
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Not the amine‐N‐Boc derivatives, but the isocyanates form in the reaction of alkyl‐ or arylamines with di‐tert‐butyl dicarbonate ((Boc)2O) in the presence of a catalytic amount of 4‐dimethylaminopyridine (DMAP) according to Equation (a). The procedure provides a simple laboratory method of generating sterically hindered alkyl and aryl isocyanates without the use of phosgene. (Formula Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:2497 / 2500
页数:4
相关论文
共 17 条
[1]   CHALCOGENOLATES .61. STUDIES ON HEMIESTERS OF CARBONIC-ACID .1. PREPARATION AND PROPERTIES OF MONOMETHYL AND MONOETHYL CARBONATES [J].
BEHRENDT, W ;
GATTOW, G ;
DRAGER, M .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1973, 397 (03) :237-246
[2]   REACTIONS OF AMINES, ALCOHOLS, AND PIVALIC ACID WITH DI-TERT-BUTYL DITHIOL TRICARBONATE AND DI-TERT-BUTYL TRICARBONATE [J].
DEAN, CS ;
TARBELL, DS .
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (09) :1180-&
[3]  
FINDEISEN K, 1983, METHOD ORGAN CHEM, P738
[4]  
Green T.W., 1991, PROTECTIVE GROUPS OR, P309
[5]   EXHAUSTIVE TERT-BUTOXYCARBONYLATION OF PEPTIDE NITROGENS [J].
GREHN, L ;
RAGNARSSON, U .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1985, 24 (06) :510-511
[6]  
Grehn L., 1985, ANGEW CHEM, V97, P519
[7]   WATER-SOLUBLE AGENT FOR TERT-BUTOXYCARBONYLATION OF AMINES [J].
GUIBE, E ;
WAKSELMA.M .
JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (06) :267-+
[8]  
GUIBEJAMPEL E, 1977, SYNTHESIS-STUTTGART, P772
[10]  
KNOLKER HJ, 1995, Patent No. 195260813