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获得带有偕二氟甲基和二氟甲基膦酸酯基团的环丙烷。

Access to cyclopropanes with geminal trifluoromethyl and difluoromethylphosphonate groups.

作者信息

Hajdin Ita, Pajkert Romana, Keßler Mira, Han Jianlin, Mei Haibo, Röschenthaler Gerd-Volker

机构信息

School of Science, Constructor University Bremen gGmbH, Campus Ring 1, Bremen 28759, Germany.

Center for Molecular Materials, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany.

出版信息

Beilstein J Org Chem. 2023 Apr 25;19:541-549. doi: 10.3762/bjoc.19.39. eCollection 2023.

Abstract

A synthetic route to the bench-stable fluorinated masked carbene reagent diethyl 2-diazo-1,1,3,3,3-pentafluoropropylphosphonate, bearing a trifluoromethyl and a difluoromethyl group is reported for the first time. Its application in CuI-catalyzed cyclopropanation reactions with aromatic and aliphatic terminal alkenes under mild reaction conditions is demonstrated. In total, sixteen new cyclopropanes were synthesized in good to very good yields.

摘要

首次报道了一种合成具有三氟甲基和二氟甲基的、在实验台上稳定的氟化掩蔽卡宾试剂2-重氮基-1,1,3,3,3-五氟丙基膦酸二乙酯的路线。证明了其在温和反应条件下与芳香族和脂肪族末端烯烃进行的CuI催化环丙烷化反应中的应用。总共以良好至非常好的产率合成了16种新的环丙烷。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/82b7/10155617/19b36d096e16/Beilstein_J_Org_Chem-19-541-g003.jpg

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