103206-85-5Relevant academic research and scientific papers
DBU-mediated regioselective intramolecular cyclization/dehydration of ortho diketo phenoxyethers: A synthesis of 2,3-substituted γ-benzopyranones
Bensulong, Sofia,Boonsombat, Jutatip,Ruchirawat, Somsak
, p. 9335 - 9348 (2013/10/01)
The regioselective cyclization/dehydration sequence of ortho diketo phenoxyethers induced by DBU has been explored. The results demonstrated a high degree of selectivity with preference for 6-exo-trig cyclization leading to the formation of γ-benzopyranone derivatives in good yield.
Intramolecular Ketene Cycloadditions. Synthesis of Isoflavones and 3-Aroylbenzofurans
Brady, William T.,Gu, Yi-Qi
, p. 1353 - 1356 (2007/10/02)
The conversion of 2-(carboxyalkoxy)benzils to the corresponding phenoxyketenes to an intramolecular ketene cycloaddition to ultimately yield isoflavones and/or 3-aroylbenzofurans.The ketenes may be generated by the classical dehydrochlorination of the acid chloride or by using Perkin reaction conditions, sodium acetate in refluxing acetic anhydride.The initial cycloaddition products are the corresponding β-lactones, which may decarboxylate to the isolated isoflavones and/or 2-aroylbenzofurans.The product distributions are dependent upon the substitution pattern in the orginal benzil acids.
