The Journal of Organic Chemistry

The diverse carbenic and cationic chemistry of 3-diazo-2, 5-diphenylpyrrole

M Nagarajan, H Shechter

Index: Nagarajan, M.; Shechter, H. Journal of Organic Chemistry, 1984 , vol. 49, p. 62 - 74

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Citation Number: 17

Abstract

3-Diazo-2, 5-diphenylpyrrole (1) thermolyzes and photolyzes to 2, 5-diphenyl-3H- pyrrolylidene (3)) which inserts into methylene hydrogen of cyclohexane and methyne hydrogen of cumene. Hydrogen abstraction to give 2, 5-diphenylpyrrole (7) occurs competitively in these systems. Carbene 3 reacts with cyclohexene, allylbenzene, and 2, 3- dimethyl-2-butene to give 3-(allylically substituted)-2, 5-diphenylpyrroles (15, 20, 21, and ...

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