An efficient one-pot synthesis of tetrahydrothiazolo[3,2-a]quinolin-6-one derivatives

ABSTRACT

The cysteamine hydrochloride as a practical precursor of 2-(nitromethylene)thiazolidine in the one-pot synthesis of thiazoloquinoline derivatives from aromatic aldehydes and dimedone is described. This protocol involved Michael reaction, imine–enamine tautomerization, and cyclization sequence. Simple operation under mild conditions, easy accessibility of reactants, short reaction times, simple workup procedure, high atom economy, and the use of ethanol/water as a green medium make this approach attractive for the synthesis of variety of such derivatives.

GRAPHICAL ABSTRACT

KEYWORDS:

• Thiazoloquinoline
• 2-(nitromethylene)thiazolidine
• aromatic aldehydes
• dimedone
• one-pot reaction

Disclosure statement

No potential conflict of interest was reported by the authors.