Synthesis and Cyclization of 3-Cinnamoyltropolones
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TLDR
Alkaline condensation of 3-acetyltropolone (1) with benzaldehydes gave 3-cinnamoyltropolsones (2 a-d), which were cyclized with concentrated orthophosphoric acid to afford 2-aryl-2, 3, 4, 9-tetra-hydrocyclohepta [b] pyran-4, 9diones (3a-d) as mentioned in this paper.Abstract:
Alkaline condensation of 3-acetyltropolone (1) with benzaldehydes gave 3-cinnamoyltropolones (2 a-d), which were cyclized with concentrated orthophosphoric acid to afford 2-aryl-2, 3, 4, 9-tetra-hydrocyclohepta [b] pyran-4, 9-diones (3a-d) and oxidized with selenium dioxide to give 2-aryl-4, 9- dihydrocyclohepta [b] pyran-4, 9-diones (4a-d).read more
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Cyclodehydrogenation of 3-Cinnamoyltropolones with 2,3-Dichloro-5,6-dicyanobenzoquinone
Kimiaki Imafuku,Kazuko Yamaguchi +1 more
TL;DR: In this paper, 3-Cinnamoyltropolone and 3-methoxycinnamide were oxidized with 2,3-dichloro-5,6-dicyanobenzoquinone to give 2-phenyl- and 2-(3methoxyphenyl)-4, 9-dihydrocyclohepta[b]pyran-4,9-diones, respectively.
Journal ArticleDOI
Synthesis of Novel Bromo-substituted Flavone-like Troponoid Compounds from Oxidation Cyclization of 3-Cinnamoyl-5,7-dibromotropolones Using I2/DMSO/H2SO4 System
TL;DR: In this paper, a method to obtain a series of bromo-substituted flavone-like troponoid compounds 6,8-dibromo 2-arylcyclohepta[b]pyran-4,9-diones 3a-3s by oxidation cyclization of the readily available intermediates using I2/DMSO/H2SO4 system was realized.
Journal ArticleDOI
Oxidative cyclization of 3‐cinnamoyltropolones with I2/DMSO/H2SO4 system
Journal ArticleDOI
A New and simple synthesis of 2-aryl-4,9-dihydrocyclohepta[b]pyran-4,9-diones
TL;DR: In this article, 3-Acetyltropolone (3-A) reacted with 2-methoxybenzaldehyde (2a) in the presence of ethyl orthoformate and perchloric acid to afford 2-(2methoxyphenyl)-4,9-dihydrocyclohepta[b]pyran-4, 9-dione (3a).
Journal ArticleDOI
Synthesis and reactions of halo-, nitro-, and arylazo-substituted 3-cinnamoyltropolones. Formation of styryl-substituted heterocycle-fused troponoid compounds
TL;DR: In this paper, 3-Cinnamoyltropolone (1) reacted with bromine to afford 7-bromo- (2), 5-7-dibromo (3-cinnamide-4,9dihydrocyclohepta[b]pyrane-4-9dione (4) according to amount of the reagent.