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Synthesis of tetrahydropyrimidino[4,3‐a]isoquinolines via regiospecific N‐alkylation‐annulation of 4‐aryldihydropyrimidinones
Author(s) -
Singh Jagjeet,
Mahajan Nitu,
Sharma Rattan L.,
Razdan Tej K.
Publication year - 2011
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.768
Subject(s) - chemistry , annulation , alkylation , yield (engineering) , catalysis , organic chemistry , sodium hydride , urea , hydride , medicinal chemistry , hydrogen , materials science , metallurgy
4‐Aryldihydropyrimidinones were obtained in excellent yields via solid‐phase Biginelli reaction of arylaldehydes, β‐ketoester and urea, using bismuth nitrate, immobilized on Al 2 O 3 as catalyst. Subsequently, the products were converted into corresponding tetrahydropyrimidino[4,3‐a]isoquinolines (69–73% yield) by one‐pot regiospecific N‐alkylation‐annulation reaction using sodium hydride and dimethylaminopyridine. J. Heterocyclic Chem., (2011).