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Cycloaddition Reactions of Alkene Radical Cations using Iron(III)‐Phenanthroline Complex
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-03-25 , DOI: 10.1002/adsc.202000191
Yong Hyun Cho 1 , Jae Hyung Kim 1 , Hyeju An 1 , Kwang‐Hyun Ahn 1 , Eun Joo Kang 1
Affiliation  

Single electron oxidation of electron‐rich alkenes using the iron(III)‐phenanthroline complex produced electrophilic alkene radical cations, which promoted efficient radical cation [2+1] cycloaddition reactions with diazo compounds. Subsequent chain propagation afforded tri‐ and tetra‐substituted cyclopropanes. This methodology was also expanded to [3+2] cycloaddition reactions with vinyl diazoesters, validating this sustainable, first‐row transition metal iron system for the single electron redox reactions.

中文翻译:

铁(III)-菲咯啉配合物对烯烃自由基阳离子的环加成反应

使用铁(III)-菲咯啉配合物对富电子烯烃进行单电子氧化可产生亲电子烯烃自由基阳离子,从而促进了重氮化合物与自由基阳离子[2 + 1]的高效环加成反应。随后的链增长得到三和四取代的环丙烷。该方法还扩展到了与乙烯基重氮酯的[3 + 2]环加成反应,验证了这种可持续的第一行过渡金属铁系统的单电子氧化还原反应。
更新日期:2020-03-25
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