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

被引：19

作者：

Toda, Yasunori ^{[1
]}

Tanaka, Shoya ^{[1
]}

Gomyou, Shuto ^{[1
]}

Kikuchi, Ayaka ^{[1
]}

Suga, Hiroyuki ^{[1
]}

机构：

[1] Shinshu Univ, Fac Engn, Dept Chem Mat, 4-17-1 Wakasato, Nagano 3808553, Japan

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 41期

基金：

日本学术振兴会;

关键词：

PHOSPHONIUM SALTS; CARBON-DIOXIDE; N-2-DEOXYGUANOSINE ADDUCTS; CYCLOADDITION REACTION; SELECTIVE SYNTHESIS; EFFICIENT CATALYST; ETHYLENE-OXIDE; INHIBITORS; FIXATION; ALCOHOLS;

D O I：

10.1039/c9cc01983a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：5761 / 5764

页数：4

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