Turkish Journal of Chemistry
Abstract
A novel four component modified Biginelli reaction for the synthesis of C-2 functionalized dihydropyrimidines has been established. The approach uses assembly of less explored acetyl acetone with aromatic aldehyde, thiourea, and dimethyl sulphate to construct a novel 5-acetyl 2-methylthio dihydropyrimidine system, which works as an efficient well-designed intermediate for generating C-2 modified Biginelli libraries with nitrogen nucleophiles. Phenyl hydrazine, semicarbazide, and aryl semicarbazides are successfully used as N-nucleophiles to generate C-2 functionalized dihydropyrimidine derivatives, which fulfil the demands of active pharmacophore. Time economy, step economy, and a single pot reaction with moderate to excellent yield are the major advantages of this novel method. Key words:
DOI
10.3906/kim-2105-59
Keywords
Biginelli reaction, green synthesis, 4-MCR, 2-Methylthio-1, 4-DHPMs, N- nucleophiles
First Page
1980
Last Page
1987
Recommended Citation
NARKHEDE, H, DHAKE, A, & BALASUBRAMANIYAN, V (2021). A four-component modified Biginelli reaction: A novel approach for C-2 functionalizedDihydropyrimidines. Turkish Journal of Chemistry 45 (6): 1980-1987. https://doi.org/10.3906/kim-2105-59
