期刊
ACS CATALYSIS
卷 13, 期 17, 页码 11851-11856出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.3c02468
关键词
carbene transfer; cyclopropanation; radicalchemistry; cobalt; computational chemistry
The synthesis of dialkyl-substituted cyclopropanes, which has applications in drug discovery and agrochemistry, is a challenging task. This study presents a method for synthesizing gem-dialkyl cyclopropanes using in situ-generated dialkyl diazo compounds under Bamford-Stevens conditions. The use of a simple cobalt catalyst was found to be optimal for achieving high yields. Both experimental and computational studies suggest that a metalloradical reaction mechanism facilitates the carbene transfer reactions, enabling the one-step synthesis of dialkyl-substituted cyclopropanes.
The synthesis of dialkyl-substituted cyclopropanes is an important challenge in synthesis with applications in drug discovery and agrochemistry. Herein, we report on the synthesis of gem-dialkyl cyclopropanes with in situ-generated dialkyl diazo compounds under Bamford-Stevens conditions. A simple cobalt catalyst was identified to be optimal to achieve high yields. Experimental and computational studies suggest the participation of a metalloradical reaction mechanism that facilitates the carbene transfer reactions and provides access to dialkyl-substituted cyclopropanes in a single step.
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