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关于吡啶鎓盐和铵盐的碱介导氘代反应的机理见解。

Mechanistic insights into the base-mediated deuteration of pyridyl phosphonium and ammonium salts.

作者信息

Montoli Arianna, Dimasi Alessandro, Guarnaccia Miriana, Citarella Andrea, Ronchi Paolo, Blasi Delia, Rossi Sergio, Passarella Daniele, Fasano Valerio

机构信息

Department of Chemistry, Università degli Studi di Milano Via Camillo Golgi, 19 20133 Milano Italy

Medicinal Chemistry and Drug Design Technologies Department, Global Research and Preclinical Development, Chiesi Farmaceutici S.p.A Largo Francesco Belloli 11/a 43126 Parma Italy.

出版信息

RSC Adv. 2025 Jan 10;15(2):870-874. doi: 10.1039/d4ra07557a. eCollection 2025 Jan 9.

Abstract

Pyridines can be deuterated at the remote sites by treatment with KOBu in DMSO- , although without discrimination between the - and -position. Herein, base-catalyzed deuterations have been studied, computationally and experimentally, using a series of pyridyl phosphonium salts with a temporary electron-withdrawing group to block the -position while increasing the acidity in the other positions.

摘要

吡啶可以通过在二甲基亚砜中用叔丁醇钾处理在远端位置进行氘代,尽管在α-位和β-位之间没有选择性。在此,使用一系列带有临时吸电子基团的吡啶基鏻盐,通过计算和实验研究了碱催化的氘代反应,该吸电子基团可阻断α-位,同时增加其他位置的酸度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2d2/11719395/77cf402d968c/d4ra07557a-s1.jpg

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