Hypervalent-iodine(III) oxidation of hydrazones to diazo compounds and one-pot nickel(II)-catalyzed cyclopropanation

被引：21
|
作者：
Liu, Haixuan [1 ]
Wei, Yunyang [1 ]
Cai, Chun [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
来源：
NEW JOURNAL OF CHEMISTRY | 2016年 / 40卷 / 01期
关键词：
ALPHA-DIAZOCARBONYL COMPOUNDS; GENERATED IN-SITU; ASYMMETRIC CYCLOPROPANATION; CARBENE COMPLEX; CATALYTIC CYCLOPROPANATION; COUPLING REACTIONS; ORGANIC-SYNTHESIS; N-ALKYLATION; ALKENES; OLEFINS;
D O I：
10.1039/c5nj02378e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A one-pot process for the catalytic cyclopropanation of various alkenes with unsubstituted hydrazones is described. Iodosobenzene (PhI=O) was found to be a competent oxidant of hydrazones to diazo compounds. Ni(OH)(2) was chosen as an effective and cheap metal catalyst. The cyclopropane products can be generated efficiently (5 min-4 h) in moderate to good yields (42-91%) under mild (80 degrees C) and neat conditions.
引用
收藏
页码：674 / 678
页数：5
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