NOVEL REARRANGEMENT OF N-(9H-CARBAZOL-9-YL)ARYLAMINYL RADICALS

被引:17
作者
LEARDINI, R [1 ]
LUCARINI, M [1 ]
NANNI, A [1 ]
NANNI, D [1 ]
PEDULLI, GF [1 ]
TUNDO, A [1 ]
ZANARDI, G [1 ]
机构
[1] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,VIALE RISORGIMENTO 4,I-40136 BOLOGNA,ITALY
关键词
D O I
10.1021/jo00061a013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title radicals were generated from 2-(arylazo)-2'-iodobiphenyls using the tin hydride method. When the aryl substituent has an acetyloxy or a benzoyloxy group in the ortho position, besides reduction of the hydrazyl radical, a migration of the acetyl or benzoyl from oxygen to nitrogen atom took place. The mechanism of the rearrangement is discussed, and evidences supporting a radical pathway are reported, including EPR characterization of the intermediates.
引用
收藏
页码:2419 / 2423
页数:5
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