Samarium(II)-mediated spirocyclization by intramolecular aryl radical addition onto an aromatic ring

被引：59

作者：

Iwasaki, Hiroki ^{[1
]}

Eguchi, Toru ^{[1
]}

Tsutsui, Nozomi ^{[1
]}

Ohno, Hiroaki ^{[1
]}

Tanaka, Tetsuaki ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 18期

关键词：

D O I：

10.1021/jo800656a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Samarium(II)-mediated spirocyclization by intramolecular addition of aryl radicals onto an aromatic ring was achieved by the reaction of N-(2-iodophenyl)-N-alkylbenzamides with SmI2 in the presence of HMPA, yielding spirocyclic indolin-2-one derivatives. The ether congeners afford spirocyclic benzofuran derivatives in moderate yields by aryl radical addition onto a benzene ring without having an electron-withdrawing group. The reaction with other aryl groups such as naphthalene and indole rings is also described.

引用

页码：7145 / 7152

页数：8

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