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A new synthetic route for biologically interesting benzochromenes was developed starting from naphthalenols and α,β‐unsaturated aldehydes in the presence of ethylenediamine diacetate. This methodology was applied for the total synthesis of the biologically important natural products lapachenole, dihydrolapachenole, and mollugin with a benzochromene moiety. 相似文献
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《合成通讯》2012,42(24):3498-3509
AbstractA new series of benzochromene, benzochromenopyrimidine, and benzotriazolopyrimdine derivatives 3-10 were prepared via reaction of ethyl formimidate 2 with primary amines such as sulfanilamide, cyclohexylamine, 3-aminopyridine, 4-aminoantipyrine in addition to its reactions with different acid hydrazides. Compound 5 was further allowed to react with different C-electrophiles by classical and phase transfer catalysis conditions to get novel chromenotriazolopyrimidine derivatives. Screening of the antitumor activity in some of the newly synthesized compounds was tested in vitro against a panel of two human tumor cell lines namely HepG2 and HCT-116 cell lines. Compounds 4, 7, 8, 10, and 20 showed remarkable broad-spectrum antitumor activity. 相似文献
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Reihaneh Malakooti Zeinab Parsaee Rahele Hosseinabadi Hossein A. Oskooie Majid M. Heravi Mina Saeedi Maryam Amrollah Akram Fallah 《Comptes Rendus Chimie》2013,16(9):799-806
A novel [Cu(bpdo)2·2H2O]2+-supported SBA-15 catalyst (bpdo = 2,2′-bipyridine,1,1′-dioxide) was prepared by the impregnation method. The catalyst was characterized by XRD, TEM, and BET nitrogen adsorption–desorption method, FT-IR, UV–vis, and chemical analysis. XRD patterns and TEM analysis of [Cu(bpdo)2·2H2O]2+/SBA-15 showed highly ordered hexagonal mesoporous silica, even after immobilization. Also, nitrogen adsorption–desorption isotherms exhibited type-IV isotherms and H1 hysteresis loops according to the IUPAC classification of mesoporous materials. This green support was tested for the synthesis of benzoxanthenone and benzochromene derivatives under solvent-free conditions, with high yield of products via a simple experimental and work-up procedure. 相似文献
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Highly regioselective, 6-endo cyclization between propargyl alcohols and ambident enols such as naphthols, 4-hydroxy coumarin, cyclohexane-1,3-dione, 5,5-dimethylcyclohexane-1,3-dione is described using Ca(OTf)2 under solvent free conditions. The reaction proceeds through a cascade annulation which involves an etherification, Claisen type rearrangement, allene formation and endocyclization. Further, we extended this method to the synthesis of iodo-derivative and demonstrated the reactivity in cross-coupling reactions. 相似文献
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