A comparative study of the decomposition of o-alkynyl-substituted aryl diazo ketones. Synthesis of polysubstituted. beta.-naphthols via arylketene intermediates

A Padwa, U Chiacchio, DJ Fairfax…

Index: Padwa, Albert; Chiacchio, Ugo; Fairfax, David J.; Kassir, Jamal J.; Litrico, Angelo; at al. Journal of Organic Chemistry, 1993 , vol. 58, # 23 p. 6429 - 6437

Full Text: HTML

Citation Number: 48

Abstract

The photochemical, thermal, and rhodium-catalyzed decomposition reactions of several closely related o-alkynyl or o-alkenyl a-diazoaceto-and propiophenone derivatives have been studied. The reaction outcome is markedly dependent upon the reaction conditions employed for nitrogen extrusion. Thermolysis or photolysis of o-alkynyl a- diazopropiophenone derivatives yields polysubstituted &naphthols. These products are ...