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脱羧氧酰基化丙炔酸:炔基含α-烷氧基酮的构建。

Decarboxylative Oxyacyloxylation of Propiolic Acids: Construction of Alkynyl-Containing α-Acyloxy Ketones.

机构信息

Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, P. R. China.

Katzin Diagnostic & Research PET/MR Center, Nemours/Alfred I. DuPont Hospital for Children, Wilmington, Delaware 19803, United States.

出版信息

J Org Chem. 2021 Jun 18;86(12):8216-8225. doi: 10.1021/acs.joc.1c00669. Epub 2021 Jun 4.

Abstract

Novel decarboxylative oxyacyloxylation of propiolic acids has been developed. This reaction provides an efficient access to alkynyl-containing α-acyloxy ketones from readily available starting materials and exhibits significant functional group tolerance. Furthermore, oxyacyloxylation of terminal alkynes and aliphatic propiolic acids was also developed. A possible reaction mechanism is proposed based on mechanistic studies.

摘要

开发了一种新颖的丙炔酸脱羧氧酰化反应。该反应能够以易得的起始原料高效构建含炔基的α-烷氧酰基酮,且具有显著的官能团容忍性。此外,还发展了末端炔烃和脂肪族丙炔酸的氧酰化反应。基于机理研究提出了可能的反应机理。

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