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Synthesis 1995; 1995(5): 518-520
DOI: 10.1055/s-1995-3948
short paper
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Regio- and Stereoselective Formation of [4+2] Cycloadducts by the Reaction of 7-(Arylamino)-1,3-dimethyl-5,6-dimethylene-5,6-dihydropyrimidine-2,4-(1H,3H)-diones with 8,8-Dicyanoheptafulvene

Ken Ikuno, Takashi Kobayashi, Uchou Chin, Michihiko Noguchi*
  • *Department of Applied Chemistry, Faculty of Engineering, Yamaguchi University, Tokiwadai, Ube 755, Japan, Fax +81(836)359933
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Publication Date:
31 December 2000 (online)

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The reaction 7-(arylamino)-1,3-dimethyl-5,6-dimethylene-5,6-dihydropyrimidine-2,4(1H,3H)-diones 3 with 8,8-dicyanoheptafulvene (4) proceeded regioselectively to afford 5,5a,10a,11-tetrahydrocyclohepta[g]quinazoline-2,4,10(1H,3H,10H)-triones.

5,6-dimethylene-5,6-dihydropyrimidine-2,4(1H,3H)-dione - [4+2] cycloaddition - heptafulvene - cyclohepta[g]quinazoline