Open Access Open Access  Restricted Access Subscription Access

REACTION OF Α-OXOKETENES WITH 2-SUBSTITUTED BENZOTHIAZOLES AND BENZIMIDAZOLES: SYNTHESIS OF BENZO[4,5]THIAZOLO[3,2-a]PYRIDINONE AND N-(1,3-BENZOTHIAZOL-2-YL)-3-OXOPROPANAMIDE DERIVATIVES

Mahboobeh Zahedifar, Hassan Sheibani
Cover Image

Abstract


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 1,3-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 (benzimidazol-2-yl)acetonitrile giving good product yields. Also the reaction of (chlorocarbonyl)phenylketene with 2-(1,3-benzothiazol-2-yl)acetonitrile has been investigated.

How to Cite
Zahedifar, M.; Sheibani, H. Chem. Heterocycl. Compd. 2016, 52, 41. [Khim. Geterotsikl. Soedin. 2016, 52,41.]

For this article in the English edition see DOI 10.1007/s10593-016-1829-3


Keywords


chlorocarbonyl phenyl ketene; 1,3-dioxin-4-ones; Meldrum's acids; α-oxoketenes; 2-substituted benzothiazoles

Full Text: PDF Supplementary File(s): None


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv