REGIOSELECTIVE [4-ARYLAMINO SUBSTITUTED 1,3-DIAZA-1,3-BUTADIENES WITHKETENES - SYNTHESIS OF PYRIMIDINONE AND FUSED PYRIMIDINONE DERIVATIVES .2.(2]CYCLOADDITION VERSUS NUCLEOPHILIC REACTIONS OF N)

Authors
DEY PD SHARMA AK BHARATAM PV MAHAJAN MP
Citation
Pd. Dey et al., REGIOSELECTIVE [4-ARYLAMINO SUBSTITUTED 1,3-DIAZA-1,3-BUTADIENES WITHKETENES - SYNTHESIS OF PYRIMIDINONE AND FUSED PYRIMIDINONE DERIVATIVES .2.(2]CYCLOADDITION VERSUS NUCLEOPHILIC REACTIONS OF N), Tetrahedron, 53(40), 1997, pp. 13829-13840
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
40
Year of publication
1997
Pages
13829 - 13840
Database
ISI
SICI code
0040-4020(1997)53:40<13829:R[S1W>2.0.ZU;2-8
Abstract
A novel synthetic method for 3-aryl-6-phenyl-2-methylthio/secondaryami no substituted-4(3H)-pyrimidinones 5 and 9 by the reactions of N-aryla mino substituted 1,3-diaza-1,3-butadienes 1 and 6 with phenyl-, vinyl- and isopropenylketenes is explored. Semi emperical AMI calculations on 1 and 6 are performed to explain the mechanism of their reaction with ketenes. Transformations of 5 and 9 leading to fused pyrimidinones 10 are also reported. (C) 1997 Elsevier Science Ltd.