An efficient transformation of furano-hydroxychalcones to furanoflavones via base mediated intramolecular tandem O-arylation and C–O bond cleavage: a new approach for the synthesis of furanoflavones†,10.1039/C5OB01802A

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

An efficient transformation of furano-hydroxychalcones to furanoflavones via base mediated intramolecular tandem O-arylation and C–O bond cleavage: a new approach for the synthesis of furanoflavones†

Organic & Biomolecular Chemistry Pub Date : 09/21/2015 00:00:00 , DOI:10.1039/C5OB01802A

Abstract

A new and efficient potassium carbonate mediated intramolecular tandem O-arylation followed by C–O bond cleavage of furano-hydroxychalcones is described. The treatment of furano-hydroxychalcones pongamol (1a) and ovalitenone (2a) with potassium carbonate in DMF led to the direct formation of the furanoflavones lanceolatin B (3ab) and pongaglabrone (4ab) in excellent yields. This is the first report on the cyclization of furano-hydroxychalcones via C–O bond cleavage (demethoxylation) to produce furanoflavonoids.