Reactions of 6-(dichloromethylene)cyclohexa-2,4-dien-1-alkylimines with amines

被引:9
作者
Wojciechowski, K [1 ]
Siedlecka, U [1 ]
Modrzejewska, H [1 ]
Kosinski, S [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw 42, Poland
关键词
nucleophilic addition; imidochlorides; amidines; benzosultams; benzimidazoles; benzoxazoles; 2-arylperimidine;
D O I
10.1016/S0040-4020(02)00862-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chlorination of 2,1-benzisothiazoline 2,2-dioxides (benzosultams) with hexachloroethane under phase-transfer catalysis condition in the presence of 50% aqueous NaOH and tetraalkylammonium salt gives 3,3-dichlorobenzosultains in good yields. Thermal extrusion of SO2 from 3,3-dichloropyridosultams generates dichloro derivatives of aza-ortho-xylylenes which do not enter [4+2] cycloaddition reactions, but add amines to form amidines. With aromatic diamines and aminophenols, benzimidazole and benzoxazole derivatives are formed in good yields. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:7583 / 7588
页数:6
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