INTRAMOLECULAR ADDITION OF ARYL RADICALS TO CARBON-NITROGEN DOUBLE-BONDS

被引：23

作者：

GIOANOLA, M ^{[1
]}

LEARDINI, R ^{[1
]}

NANNI, D ^{[1
]}

PARESCHI, P ^{[1
]}

ZANARDI, G ^{[1
]}

机构：

[1] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY

来源：

TETRAHEDRON | 1995年 / 51卷 / 07期

关键词：

D O I：

10.1016/0040-4020(94)01068-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclisation of radicals 6a,b is highly regioselective towards a 5-exo process; 6-endo ring closure is a minor route and their ratio depends on the substituents. No ring expansion of tbe five-membered radical intermediates 7a,b was observed. Radicals 27a,b give rise to 5-exo cyclisation regiospecifically. A competitive 1,5-hydrogen shift leading to imidoyl radicals was noticed. An analogous behaviour is also exhibited by vinyl radicals when allowed to add to carbon-nitrogen double bonds.

引用

页码：2039 / 2054

页数：16

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