PHOTOCHEMICAL-REACTION OF PHENYLIODONIUM YLIDES OF BETA-DICARBONYL COMPOUNDS WITH TERMINAL ALKYNES

The photochemical reaction of phenyliodonium ylides of acyclic β-dicarbonyl compounds bearing at least one benzoyl group with terminal alkynes leads to the formation of 4-substituted-2-acyl-l-naphthol derivatives, probably through iodanes and ethynylated derivatives 6. A hydroxy benzothiophene derivative, 15, was also isolated from the reaction of ylide 14 with (trimethylsilyl)acetylene. © 1990, American Chemical Society. All rights reserved.