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Paper | Regular issue | Vol 45, No. 6, 1997, pp.1069-1079
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7741
Chromenes and Chromanones. Part IV.The Birch Reduction of 2,2-Dimethyl-4-chromanone and Its 7-Substituted Analogues

Miroslaw Aniol and Czeslaw Wawrzenczyk*

*Institute of Fundamental Chemistry, Agricultural University at Siedlce, Norwida 25, 50-375 Wroclaw, Poland

Abstract

2,2-Dimethyl-4-chromanone (1a), 2,2,7-trimethyl-4-chromanone (1b) and 7-methoxy-2,2-dimethyl-4-chromanone (1c) have been reduced by sodium or lithium in liquid ammonia with the presence or without of proton donor. The bicyclic or phenolic products were obtained. Products with reduced benzen ring only were also observed. The possible mechanisms of reductions are considered.