Self-terminating radical oxygenations:: Probing of the scope of the concept by use of various organic O-centered radicals

被引：25

作者：

Jargstorff, C

Wille, U

机构：

[1] Univ Kiel, Inst Organ Chem, D-24098 Kiel, Germany

[2] Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 16期

关键词：

alkynes; cyclizations; oxygenations; radical reactions; synthetic methods;

D O I：

10.1002/ejoc.200300257

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of various organic O-centered radicals XO. (i.e. (alkoxycarbonyl)oxyl radicals, ROC(O)O-., [(alkoxycarbonyl)acyl]oxyl radicals, ROC(O)C(O)O-., (carbamoyl)oxyl radicals, R2NC(O)O-., alkoxyl radicals, RO., and nitroxyl radicals, R2NO) to alkynes initiates an oxidative radical cyclization cascade, which is terminated by release of a C- or N-centered radical X-.. This finding clearly highlights the generality of the recently discovered concept of self-terminating radical oxygenations, through which Cequivalent toC triple bonds may be converted into carbonyl groups under very mild reaction conditions. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

引用

页码：3173 / 3178

页数：6