First Isolable <i>tert</i>-Alkyl Phenyl Selones

Abstract

Abstract The reaction of the dihydrazone of 2,2,6,6-tetramethyl-1,7-diphenyl-1,7-dione with Se2Cl2 in refluxing benzene in the presence of tributylamine gave the corresponding 1-oxo-7-selone and 1,7-diselone derivatives in 14 and 33% yields, respectively, while similar reaction of the dihydrazone of 2,2,5,5-tetramethyl-1,6-diphenyl-1,6-dione gave bicyclic 1,3-diselenetane (25%), 1,2,4-triselenolane (20%), and cyclohexene (12%) derivatives by intramolecular cyclizations.