Studies on isocyanides and related compounds: Synthesis of benzo[c]-thiophenes by way of acid-induced three-component reactions

被引:38
作者
Bossio, R
Marcaccini, S
Pepino, R
Torroba, T
机构
[1] UNIV EXTREMADURA,FAC VET,DEPT QUIM ORGAN,E-10071 CACERES,SPAIN
[2] UNIV FLORENCE,DIPARTIMENTO CHIM ORGAN UGO SCHIFF,CNR,I-50121 FLORENCE,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 03期
关键词
D O I
10.1039/p19960000229
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 'diimino thioanhydrides' of cyclohex-1-ene-1,2-dicarboxylic acid have been synthesized in a very simple manner by allowing 2-(arylaminothiocarbonyl)cyclohexanones 1 and isocyanides 3 to react in an acidic medium. A mechanism for this three-component reaction, based on isocyanide chemistry, is proposed.
引用
收藏
页码:229 / 230
页数:2
相关论文
共 13 条
[1]   THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].
DEWAR, MJS ;
ZOEBISCH, EG ;
HEALY, EF ;
STEWART, JJP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909
[2]  
HATANAKA M, 1994, TETRAHEDRON LETT, V25, P2387
[3]  
HOFFMANN P, 1970, CHEM CYANO GROUP, P853
[4]   SYNTHESEN MIT ENAMINEN .7. ADDITION VON ISOCYANATEN UND ISOTHIOCYANATEN AN ENAMINE [J].
HUNIG, S ;
BENZING, E ;
HUBNER, K .
CHEMISCHE BERICHTE-RECUEIL, 1962, 95 (04) :926-&
[5]   THE USE OF ISOCYANIDES IN HETEROCYCLIC SYNTHESIS - A REVIEW [J].
MARCACCINI, S ;
TORROBA, T .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1993, 25 (02) :141-208
[6]   METAL-CATALYZED ORGANIC PHOTOREACTIONS - TITANIUM(IV) CHLORIDE CATALYZED PHOTOREACTION OF SATURATED KETONES WITH METHANOL AND ITS APPLICATION TO THE SYNTHESIS OF FRONTALIN [J].
SATO, T ;
KANEKO, H ;
YAMAGUCHI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (19) :3778-3782
[7]   RECENT APPLICATIONS OF ALPHA-METALATED ISOCYANIDES IN ORGANIC-SYNTHESIS [J].
SCHOLLKOPF, U .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (06) :339-348
[8]  
Schollkopf U., 1977, ANGEW CHEM, V89, P351, DOI DOI 10.1002/ANGE.19770890604
[10]   MULTICOMPONENT REACTIONS IN ORGANIC-CHEMISTRY [J].
UGI, I ;
DOMLING, A ;
HORL, W .
ENDEAVOUR, 1994, 18 (03) :115-122