Acta Chemica Scandinavica

Intramolecular Addition Reactions of Functionalized Arylcarbenes

M Guth, W Kirmse

Index: Guth, Michael; Kirmse, Wolfgang Acta Chemica Scandinavica, 1992 , vol. 46, # 7 p. 606 - 613

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Abstract

[2—(Arylmethyl) phenyl] carbenes with Ar= phenyl (16), l-naphthyl (20), and 2—furyl (24) have been generated photolytically from appropriate diazo or tosylhydrazone precursors. Intramolecular addition to the arene prevailed in pentane solution, insertion into art/10 C—H bonds of the arene being a minor process. On direct photolysis in methanol, intermolecular 0— H insertion predominated over intramolecular addition to phenyl and l-naphthyl groups ( ...