期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 4, 页码 1775-1793出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02603
关键词
-
资金
- National Science Foundation (NSF) [CHE-1464980]
- National Natural Science Foundation of China [21702182, 21873081]
- Fundamental Research Funds for the Central Universities [2019QNA3009]
The application of amine derivatives as coupling partners is rare due to the inherent strength of the C-N bond. Herein, we report the first cross-electrophile coupling reaction of unstrained benzylic sulfonamides. Nickel-catalyzed intramolecular cross-electrophile coupling reactions of acyclic and cyclic benzylic sulfonamides with pendant alkyl chlorides generate cyclopropane products. Mechanistic experiments and DFT calculations are consistent with initiation of the reaction by magnesium iodide accelerated oxidative addition of the benzylic sulfonamide. This work establishes neutral and unstrained amine derivatives as XEC partners, furnishes structural rearrangement of benzylic sulfonamides, and provides valuable information regarding catalyst design for the development of new cross-electrophile coupling reactions of carbon-heteroatom bonds.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据