STEREOCHEMISTRY OF ORGANOMETALLIC COMPOUNDS .39. SYNTHESIS OF BENZIMIDAZOLES CONTAINING A FUSED ALICYCLIC RING BY RHODIUM - CATALYZED HYDROFORMYLATION OF N-ALKENYL-1,2-DIAMINOBENZENES

被引:69
作者
ANASTASIOU, D
CAMPI, EM
CHAOUK, H
JACKSON, WR
机构
[1] Department of Chemistry, Monash University, Clayton
关键词
D O I
10.1016/S0040-4020(01)90361-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rhodium-catalysed reactions of N-alkenyl-1,2-diaminobenzenes(3) with hydrogen and carbon monoxide give benzimidazoles containing a fused alicyclic ring ((8) and (9)) in excellent yields. In some cases intermediate bicyclic compounds can be isolated and the H-1 and C-13 n.m.r. spectra of one of these, the 3,4,5,6-tetrahydro-4-methyl-3H- 1,6-benzodiazocine (6), shows evidence for unusual atropisomerism.
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页码:7467 / 7478
页数:12
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