Gold-catalyzed Intermolecular Oxidation of Phenylacetylene and Allylic Sulfides: an Efficient and Practical Synthesis of α-Phenylthio Ketone

doi:10.1007/s40242-018-7238-7

高等学校化学研究 ›› 2018, Vol. 34 ›› Issue (1): 57-60.doi: 10.1007/s40242-018-7238-7

Gold-catalyzed Intermolecular Oxidation of Phenylacetylene and Allylic Sulfides: an Efficient and Practical Synthesis of α-Phenylthio Ketone

ZHENG Renhua¹, HUANG Qing², GUOHaichang¹, HUANGYidie¹, JIANG Huajiang¹

1. School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, P. R. China;
2. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, P. R. China

收稿日期:2017-07-11 出版日期:2018-02-01 发布日期:2018-01-20
通讯作者: ZHENG Renhua,E-mail:zhengrh@tzc.edu.cn;JIANG Huajiang,E-mail:jhj@tzc.edu.cn E-mail:zhengrh@tzc.edu.cn;jhj@tzc.edu.cn
基金资助:
Supported by the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of China(No.2015-1098).

Gold-catalyzed Intermolecular Oxidation of Phenylacetylene and Allylic Sulfides: an Efficient and Practical Synthesis of α-Phenylthio Ketone

ZHENG Renhua¹, HUANG Qing², GUOHaichang¹, HUANGYidie¹, JIANG Huajiang¹

1. School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, P. R. China;
2. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, P. R. China

Received:2017-07-11 Online:2018-02-01 Published:2018-01-20
Contact: ZHENG Renhua,E-mail:zhengrh@tzc.edu.cn;JIANG Huajiang,E-mail:jhj@tzc.edu.cn E-mail:zhengrh@tzc.edu.cn;jhj@tzc.edu.cn
Supported by:
Supported by the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of China(No.2015-1098).

摘要/Abstract

摘要： An efficient and practical synthesis of α-phenylthio ketone through gold-catalyzed intermolecular oxidation of phenylacetylene and substituted aryl(benzyl) allylic sulfides was developed. The reaction scope is fairly good with substituted aryl(benzyl) allylic sulfides, tolerating various functional groups, and the reaction affords the yields of 63%—85%.

关键词: Gold-catalyst, &alpha, -Phenylthio ketone, Oxidation, Phenylacetylene

Abstract: An efficient and practical synthesis of α-phenylthio ketone through gold-catalyzed intermolecular oxidation of phenylacetylene and substituted aryl(benzyl) allylic sulfides was developed. The reaction scope is fairly good with substituted aryl(benzyl) allylic sulfides, tolerating various functional groups, and the reaction affords the yields of 63%—85%.

Key words: Gold-catalyst, α-Phenylthio ketone, Oxidation, Phenylacetylene

ZHENG Renhua, HUANG Qing, GUOHaichang, HUANGYidie, JIANG Huajiang. Gold-catalyzed Intermolecular Oxidation of Phenylacetylene and Allylic Sulfides: an Efficient and Practical Synthesis of α-Phenylthio Ketone[J]. 高等学校化学研究, 2018, 34(1): 57-60.

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Gold-catalyzed Intermolecular Oxidation of Phenylacetylene and Allylic Sulfides: an Efficient and Practical Synthesis of α-Phenylthio Ketone

Gold-catalyzed Intermolecular Oxidation of Phenylacetylene and Allylic Sulfides: an Efficient and Practical Synthesis of α-Phenylthio Ketone

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