A new and convenient in-situ method of generating phenyl isocyanates from anilines using oxalyl chloride

被引:12
作者
Oh, LM [1 ]
Spoors, PG [1 ]
Goodman, RM [1 ]
机构
[1] GlaxoSmithKline, Synth Chem, Chem Dev, King Of Prussia, PA 19406 USA
关键词
phenyl isocyanates; anilines; oxalyl chloride;
D O I
10.1016/j.tetlet.2004.04.043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and convenient method of generating phenyl isocyanates from anilines using oxalyl chloride is described. Acylation of a variety of substituted aniline hydrochlorides with oxalyl chloride affords the intermediate oxamic chlorides, which smoothly undergo thermal decomposition to the corresponding isocyanates. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4769 / 4771
页数:3
相关论文
共 32 条
[1]  
ARBUZOV BA, 1982, SYNTHESIS-STUTTGART, P433
[2]   A KEY INTERMEDIATE FOR THE SYNTHESIS OF ANTITUMOR LIGNAN PROTOTYPES [J].
BELLETIRE, JL ;
FREMONT, SL ;
FRY, DF .
SYNTHETIC COMMUNICATIONS, 1988, 18 (07) :699-710
[3]  
BITTNER S, 1974, TETRAHEDRON LETT, V15, P1965
[4]  
BOLDYREV IV, 1979, KHIM GETEROTSIKL+, P1411
[5]   VERSATILE ALLENE AND CARBON-DIOXIDE EQUIVALENTS FOR DIELS-ALDER REACTION [J].
BONJOUKLIAN, R ;
RUDEN, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (25) :4095-4103
[6]  
CHERKASOV VM, 1976, KHIM GETEROTSIKL+, P536
[7]  
Cotarca L, 1996, SYNTHESIS-STUTTGART, P553
[8]   SULFATION OF HYDROXAMIC ACIDS [J].
DANIHER, FA .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (10) :2908-&
[9]   TRIPHOSGENE, A CRYSTALLINE PHOSGENE SUBSTITUTE [J].
ECKERT, H ;
FORSTER, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (09) :894-895
[10]  
GREBER G, 1968, ANGEW CHEM, V80, P1028