Journal
ACS COMBINATORIAL SCIENCE
Volume 22, Issue 11, Pages 630-640Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscombsci.0c00083
Keywords
thiazolidine-2-imine; microwave; telescopic; acetylcholinesterase; 1,2-dibromoethane; 2-aminopyridine
Funding
- ICMR-Govt of India [45/03/2019-BIO/BMS]
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In this work, a one-pot, telescopic approach is described for the combinatorial library of thiazolidine-2-imines. The synthetic manipulation proceeds smoothly via the reaction of 2-aminopyridine/pyrazine/pyrimidine with substituted isothiocyanates followed by base catalyzed ring closure with 1,2-dibromoethane to obtain thiazolidine-2-imines with broad substrate scope and high functional group tolerance. The synthetic strategy merges well with the thiourea formation followed by base catalyzed ring closure reaction for the thiazolidine-2-imine synthesis in a more modular and straightforward approach. The synthetic procedure reported herein represents a cleaner route toward thiazolidine-2-imines as compared to traditional methodologies. Moreover, the biological significance of combinatorially synthesized thiazolidin-2-imines has been investigated for their use as possible inhibitors for acetyl cholinesterase through molecular docking studies.
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