Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, Aachen 52074, Germany.
Chem Commun (Camb). 2023 Jan 5;59(4):486-489. doi: 10.1039/d2cc05844h.
The Pd-catalyzed highly selective synthesis of mono- and di-2-fluoroallylic amines from -difluorocyclopropanes and ubiquitous unprotected primary anilines is herein described. Initial kinetic investigations suggest a first order in the -difluorocyclopropane substrate, as well as a zeroth order in the aniline coupling partner. The newly produced fluoroallylic motifs should find important applications in synthetic as well as medicinal chemistry and stimulate the further development of coupling methods based on strained cyclic building blocks.
本文描述了钯催化的 -二氟环丙烷和普遍存在的未保护的伯芳胺高选择性合成单-和二-2-氟烯丙基胺。初步动力学研究表明,-二氟环丙烷底物呈一级反应,苯胺偶联物呈零级反应。新生成的氟烯丙基结构单元在合成和药物化学中应该有重要的应用,并刺激基于刚性环状构建块的偶联方法的进一步发展。