A Single-Step Preparation of Thiazolo[5,4-b]pyridine- and Thiazolo[5,4-c]pyridine Derivatives from Chloronitropyridines and Thioamides, or Thioureas

摘要

A one-step synthesis of thiazolo[5,4-b]pyridines from an appropriately substituted chloronitropyridine and thioamide, or thiourea, is presented. In particular, the reaction was used to prepare a large number of 6-nitrothiazolo[5,4-b]pyridine derivatives, bearing hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, heteroaryl, and amine substituents at the 2-position. The reaction could also be extended to produce a thiazolo[4,5-c]pyridine derivative and thiazolo[5,4-b]pyridines with alternative substituents on the pyridinoid ring.