Synthesis of N-substituted-4-methylene-oxazolidinones via base-catalyzed cyclization of propargylic alcohols with p-toluenesulfonyl isocyanate

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成果类型：

期刊论文

作者：

Pi, Shao-Feng*;Guo, Yue-Meng;Zhou, Zheng-Rui;Sun, Han-zhou;Yi, Bing*

通讯作者：

Pi, Shao-Feng;Yi, Bing

作者机构：

[Pi, Shao-Feng; Yi, Bing; Pi, SF] Hunan Inst Engn, Sch Mat & Chem Engn, Hunan Prov Key Lab Environm Catalysis & Waste Rec, Xiangtan 411104, Peoples R China.

[Pi, Shao-Feng; Guo, Yue-Meng; Sun, Han-zhou; Zhou, Zheng-Rui] Cent South Univ Forestry & Technol, Inst Appl Chem, Changsha, Peoples R China.

通讯机构：

[Pi, SF; Yi, B] H

Hunan Inst Engn, Sch Mat & Chem Engn, Hunan Prov Key Lab Environm Catalysis & Waste Rec, Xiangtan 411104, Peoples R China.

语种：

英文

关键词：

base-catalyzed;cyclization;oxazolidinones;propargylic alcohols;p-toluenesulfonyl isocyanate

期刊：

Journal of Chemical Research

ISSN：

1747-5198

年：

2020

卷：

期：

9-10

页码：

521-523

DOI：

10.1177/1747519820907304

基金类别：

The author(s) disclosed receipt of the following financial support for the research, authorship, and/or publication of this article: This research was supported by the NSFC (Nos. 21202206 and 21772035), the Hunan Provincial Education Office General Project (18C0265), the Scientific Innovation Fund for Graduates of Hunan Province (CX2015B298), and the Scientific Innovation Fund for Graduates of the Central South University of Forestry and Technology (CX2015B20).

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本校为其他机构

院系归属：

理学院

摘要：

A practical method is developed for the synthesis of oxazolidinone derivatives, an important class of heterocyclic compounds. The effect of bases and solvents on this cyclization reaction is discussed and a simple new base–solvent system (triethylamine in toluene) is found to be the most effective. The reaction conditions developed here are mild and no by-products are observed. Moreover, using optimized conditions, a number of differently substituted propargylic alcohols are cyclized to the corresponding N-substituted-4-methylene-ox...

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Synthesis of N-substituted-4-methylene-oxazolidinones via base-catalyzed cyclization of propargylic alcohols with p-toluenesulfonyl isocyanate

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