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水溶性钯-亚胺酸酯配合物:通过钯催化交叉偶联合成化学修饰核苷的广泛适用催化剂。

Water-Soluble Pd-Imidate Complexes: Broadly Applicable Catalysts for the Synthesis of Chemically Modified Nucleosides via Pd-Catalyzed Cross-Coupling.

作者信息

Gayakhe Vijay, Ardhapure Ajaykumar, Kapdi Anant R, Sanghvi Yogesh S, Serrano Jose Luis, García Luis, Pérez Jose, García Joaquím, Sánchez Gregorio, Fischer Christian, Schulzke Carola

机构信息

Institute of Chemical Technology , Mumbai Nathalal Road, Matunga, Mumbai 400019, India.

Rasayan, Inc. 2802 Crystal Ridge Road, Encinitas, California 92024-6615, United States.

出版信息

J Org Chem. 2016 Apr 1;81(7):2713-29. doi: 10.1021/acs.joc.5b02475. Epub 2016 Mar 11.

DOI:10.1021/acs.joc.5b02475
PMID:26924820
Abstract

A broadly applicable catalyst system consisting of water-soluble Pd--imidate complexes has been enployed for the Suzuki-Miyaura cross-coupling of four different nucleosides in water under mild conditions. The efficient nature of the catalyst system also allowed its application in developing a microwave-assisted protocol with the purpose of expediting the catalytic reaction. Preliminary mechanistic studies, assisted by catalyst poison tests and stoichiometric tests performed using an electrospray ionization spectrometer, revealed the possible presence of a homotopic catalyst system.

摘要

一种由水溶性钯 - 亚胺配合物组成的广泛适用的催化剂体系已被用于在温和条件下水中四种不同核苷的铃木 - 宫浦交叉偶联反应。该催化剂体系的高效性还使其能够应用于开发一种微波辅助方案,以加速催化反应。在使用电喷雾电离光谱仪进行的催化剂中毒试验和化学计量试验的辅助下进行的初步机理研究表明,可能存在一种同型催化剂体系。

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