56263-98-0Relevant academic research and scientific papers
Synthesis of 6H-Dibenzopyran-6-ones via Dienone-Phenol Rearrangements of Spiro-3'-ones
Hart, David J.,Kim, Adrienne,Krishnamurthy, Ramanarayanan,Merriman, Gregory H.,Waltos, Anne-Marie
, p. 8179 - 8188 (1992)
A series of spiro-3'-ones were prepared from metallated benzamides and 4,4-dimethoxycyclohexadienone.Rearrangement of these spirodienones under a variety of conditions gave substituted 6H-dibenzopyran-6-ones.Rearrangements in aqueous sulfuric acid gave products of formal O-migration while rearrangements in trifluoroacetic anhydride-trifluoroacetic acid-sulfuric acid usually gave C-migration products.Key Words: dienone-phenol rearrangement; 6H-dibenzopyran-6-one, spiro-3'-one
