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通过四芳基鏻盐催化缩水甘油与异氰酸酯的反应合成4-羟甲基取代的恶唑烷酮

4-Hydroxymethyl-substituted oxazolidinone synthesis by tetraarylphosphonium salt-catalyzed reactions of glycidols with isocyanates.

作者信息

Toda Yasunori, Tanaka Shoya, Gomyou Shuto, Kikuchi Ayaka, Suga Hiroyuki

机构信息

Department of Materials Chemistry, Faculty of Engineering, Shinshu University, 4-17-1 Wakasato, Nagano 380-8553, Japan.

出版信息

Chem Commun (Camb). 2019 May 16;55(41):5761-5764. doi: 10.1039/c9cc01983a.

DOI:10.1039/c9cc01983a
PMID:31020962
Abstract

Preparation of 4-hydroxymethyl-substituted oxazolidinones including optically active ones, in which tetraarylphosphonium salts catalyze the reaction of glycidol with isocyanates effectively, is described. The neutral catalysis facilitates glycidol addition to isocyanates followed by intramolecular cyclization. Mechanistic studies suggest that hydrogen-bonding interactions with the catalyst play an important role in the reaction progress.

摘要

描述了4-羟甲基取代的恶唑烷酮的制备方法,包括旋光性的恶唑烷酮,其中四芳基鏻盐可有效催化缩水甘油与异氰酸酯的反应。中性催化作用有利于缩水甘油加成到异氰酸酯上,随后进行分子内环化。机理研究表明,与催化剂的氢键相互作用在反应过程中起重要作用。

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