钌（II）催化的环丙烯与重氮化合物的交叉偶联：两种不同卡宾前体制备烯烃。
Ru(II)-Catalyzed Cross-Coupling of Cyclopropenes with Diazo Compounds: Formation of Olefins from Two Different Carbene Precursors.
机构信息
Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.
The State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences , Shanghai 200032, China.
出版信息
J Org Chem. 2018 Jan 19;83(2):1026-1032. doi: 10.1021/acs.joc.7b02634. Epub 2018 Jan 4.
Formal carbene dimerization is a convergent method for the synthesis of alkenes. Herein, we report a Ru(II)-catalyzed carbene dimerization of cyclopropenes and diazo compounds. The yields are up to 97% and the stereoselectivity are up to >20:1. Mechanistically, it has been experimentally demonstrated that the catalyst reacts with cyclopropene first to generate a Ru(II)-carbene species, which is attacked by nucleophilic diazo substrate, followed by dinitrogen extrusion to form the double bond.
偕二卤代烷的偶联反应是一种制备烯烃的有效方法。本文报道了首例钌催化的环丙烯与重氮化合物的卡宾二聚反应。该反应具有优秀的收率（最高达 97%）和立体选择性（最高大于 20:1）。反应机理研究表明，催化剂首先与环丙烯反应生成钌卡宾物种，随后被亲核性的重氮底物进攻，接着脱去氮气生成双键。
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