Radical Cyclization of Allyl 2-Iodophenyl Ether, N, N-Diallyl-2-iodoaniline, and 2-Iodoethanal Acetal by Means of Trialkylmanganate (II).

R Inoue, J Nakao, H Shinokubo, K Oshima

Index: Inoue, Rie; Nakao, Junko; Shinokubo, Hiroshi; Oshima, Koichiro Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 9 p. 2039 - 2049

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Citation Number: 33

Abstract

Treatment of allyl 2-halophenyl ethers with tributylmanganate (n-Bu 3 MnLi or n-Bu 3 MnMgBr) provided dihydrobenzofuran derivatives in good yield. Indoline derivatives are also produced effectively starting from 2-iodoaniline compounds. The reaction could proceed by the following sequences:(1) formation of a radical by treatment of iodophenol or iodoaniline derivatives with tributylmanganate (II),(2) radical cyclization, and (3) ...