Synthesis of novel 9‐amino /aryl/oxo‐2‐(het)arylthiazolo[4,5‐b]quinolines via palladium catalyzed N ‐arylation ‐cyclization protocol

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An efficient approach for the facile synthesis of novel hitherto unexplored 2‐(het)aryl‐9‐amino/aryl‐thiazolo[4,5‐b]quinolines and the corresponding thiazolo[4,5‐b]quinolin‐9(4H)‐ones via synthetic elaboration of 2‐substituted‐4‐amino‐5‐cyano/aroyl/carboethoxy thiazoles have been developed. The overall strategy involves palladium catalyzed N‐arylation of these 4‐aminothiazoles to the corresponding 4‐(N‐aryl)thiazoles, and their subsequent triflic acid mediated intramolecular‐cyclocondensation to the target compounds. This new and straightforward protocol displays broad substrate scope, and is applicable for the synthesis of 9‐amino/aryl and 9‐(4H)quinolones from the respective 5‐cyano/aroyl/carboethoxy thiazoles in good yields.