87221-16-7Relevant academic research and scientific papers
Preparations of 6-Substituted 6H-Dibenzo-thiopyrans and Their S-Oxides Through Nucleophilic Additions to 6H-Dibenzothiopyran-6-one
Ridley, Damon D.,Smal, Mary A.
, p. 795 - 802 (2007/10/02)
Methods for the preparations of 6-substituted 6H-dibenzothiopyrans and the corresponding S-oxides were explored.The most general procedure involved the addition of Grignard reagents to 6H-dibenzothiopyran-6-one, whereupon 6-substituted 6H-dibenzothiopyran-6-ols were formed.The carbonyl group in the thioester thus behaved like an isolated ketone in its reactions with nucleophiles.The resultant dibenzothiopyran-6-ols were acid-labile, and dehydration products underwent further modification in some instances.Oxidation of the olefins afforded stable S-oxides.The dianion formed by reduction of dibenzothiophen also offered routes to 6-substituted 6H-dibenzothiopyrans, but the reactions of this dianion were non-regioselective and thus were of limited use.
