Heterocycles

From haloquinolines and halopyridines to quinoline-and pyridinesulfonyl chlorides and sulfonamides

A Maslankiewicz, K Marciniec, M Pawłowski, P Zajdel

Index: Maslankiewicz, Andrzej; Marciniec, Krzysztof; Pawlowski, Maciej; Zajdel, Pawel Heterocycles, 2007 , vol. 71, # 9 p. 1975 - 1990

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Citation Number: 19

Abstract

Résumé/Abstract The action of sodium methanethiolate (in boiling DMF) towards haloazines (ie chloro-or bromo-pyridines and quinolines)(1)(with halogen substituent in non-aza- activated position) causes sequentially halogen ipso-substitution to methylthioazines (2) and then S-demethylation to azinethiolates (3A), which were: i) subjected to S-methylation, ii) oxidized to diazinyl disulfides (4) and iii) oxidatively chlorinated to azinesulfonyl chlorides ...