Reaction of α-oxoketenes with 2-substituted benzothiazoles and benzimidazoles: synthesis of benzo[4,5]thiazolo[3,2-α]pyridinone and N-(1,3-benzothiazol-2-yl)-3-oxopropanamide derivatives

摘要

A fast and simple procedure for the synthesis of pyrimidinone derivatives via the cyclocondensation reactions of α-oxoketenes with 2-substituted benzothiazoles have been investigated. Acyl-substituted Meldrum's acids and l,3-dioxin-4-one derivatives have been used as starting compounds for preparation of α-oxoketenes, which were used in the cycloaddition reactions with (benzothiazol-2-yl)-acetonitrile and (bcnzimidazol-2-yl)acetonitrile giving good product yields. Also the reaction of (chlorocarbonyl)phenylketene with 2-(l,3-benzothiazol-2-yl)acetonitrile has been investigated.