Sensitized photooxidative coupling of 2-arylindoles

Abstract

Methylene blue sensitized photooxygenation of seventeen 2- arylindoles (1a-1q) in methanol-acetic acid was examined, of which fifteen were found to give 2,2'-diaryl-[2,3'-bi-1H-indol]-3(2H)-ones (2a-2o) in 85-95% yields, whereas 2-(4-nitrophenyl) indole (1p) and 2- biphenylylindole (1q) gave 2-methoxy-2-(4-nitrophenyl)-1,2-dihydro-3H- indol-3-one (7p) and 2-biphenylyl-4H-3,1-benzoxazin-4-one (11q) respectively, the former (7p) lost methanol molecule leading to 2-(4- nitrophenyl)-3H-indol-3-one (10p) during the separation process.

Key words: SENSITIZATION, COUPLING REACTION, INDOLE P

CLC Number:

O621

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2-芳基吲哚的敏化光氧化偶合反应