Synthesis of aza-heterocycles from oximes by amino-Heck reaction

被引:146
作者
Kitamura, M [1 ]
Narasaka, K [1 ]
机构
[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
关键词
amino-Heck reaction; aza-heterocycles; oxime; palladium;
D O I
10.1002/tcr.10030
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oxidative addition of oximes to palladium(0) complexes generates alkylideneaminopalladium(II) species, which are utilized as key intermediates for carbon-nitrogen bond formation. Various aza-heterocycles, such as pyrrole, pyridine, isoquinoline, spiroimine, and azaazulene, can be synthesized from O-pentafluorobenzoyloximes having an olefinic moiety via an intramolecular Heck-type reaction (amino-Heck reaction) by treatment with a catalytic amount of a Pd(0) complex. (C) 2002 The Japan Chemical Journal Forum and Wiley Periodicals, Inc.
引用
收藏
页码:268 / 277
页数:10
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