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Me 3 SiCl and Et 3 SiI‐promoted one‐pot synthesis of 1,4‐dihydropyridine derivatives
Author(s) -
MirzaAghayan Maryam,
Langrodi Mahboubeh Khoshkameh,
Rahimifard Mahshid,
Boukherroub Rabah
Publication year - 2009
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1509
Subject(s) - chemistry , triethylsilane , dihydropyridine , iodide , combinatorial chemistry , reaction conditions , chloride , solvent , medicinal chemistry , organic chemistry , catalysis , calcium
Abstract An efficient synthesis of 1,4‐dihydropyridine derivatives has been achieved by the one‐pot cyclocondensation reaction of methyl 3‐aminocrotonate and a range of aldehydes in the presence of chlorotrimethylsilane as a promoter under solvent‐free conditions. The cyclocondenstion reaction requires a very short time and takes place in good to excellent yields. Furthermore iodotriethylsilane, generated in situ by the reaction of triethylsilane and methyl iodide in the presence of palladium chloride, has been investigated for the synthesis of 1,4‐dihydropyridine derivatives. This facile and efficient method affords high yields for the preparation of 1,4‐dihydropyridines at room temperature and short reaction times. Copyright © 2009 John Wiley & Sons, Ltd.