Novel synthesis of. alpha.,. beta.-unsaturated ketones by the palladium-catalyzed arylation of ketenes with aroyl chlorides or the decarbonylative cross-condensation …

…, M Kadokura, Y Watanabe

Index: Mitsudo, Take-aki; Kadokura, Mamoru; Watanabe, Yoshihisa Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3186 - 3192

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Citation Number: 31

Abstract

Results (i) Arylation Reaction of Alkylphenylketenes with Aroyl Chlorides. Reaction of ethylphenylketene (1) or methylphenylketene (2) with aroyl chlorides (3) in the presence of triethylamine and a catalytic amount of tet-rakis (tripheny1phosphine) palladium gave a mixture of E and 2 a,@-unsaturated ketones 4 or 5, respectively (eq 1). The reaction proceeds at 120 OC in tetrahydrofuran accompanied by the formation of triethylammonium ...