Convenient Synthesis of 1-Thiohydroxypyrene by Newman-Kwart Rearrangement

被引：5

作者：

Zhang Ran ^{[1
]}

Xu Lihua ^{[1
]}

Chen Hui ^{[1
]}

Qin Zhihong ^{[1
]}

Zhao Yu ^{[1
]}

Ni Zhonghai ^{[1
]}

机构：

[1] China Univ Min & Technol, Sch Chem Engn & Technol, Xuzhou 221116, Peoples R China

来源：

CHEMICAL RESEARCH IN CHINESE UNIVERSITIES | 2015年 / 31卷 / 02期

基金：

中国国家自然科学基金;

关键词：

Newman-Kwart rearrangement; 1-Thiohydroxypyrene; Crystal structure; PYRENE; DERIVATIVES; MERCAPTO;

D O I：

10.1007/s40242-015-4356-3

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1-Thiohydroxypyrene(1) and its two intermediates, 1-pyrenyl-O-thiocarbamate(2) and 1-pyrenyl-S-thio-carbamate(3), were synthesized using 1-hydroxypyrene as the starting material. The key synthetic step is Newman-Kwart rearrangement. The results indicate that the Newman-Kwart rearrangement is more effective in suitable solvent than conventional method based on pure organic compound. The structures of compounds 1-3 were characterized by FTIR, NMR, GC-MS and elementary analysis. The crystal structures of two new compounds(2 and 3) were determined by single crystal X-ray diffraction analysis. The whole synthetic process is simple, mild and with high yield.

引用

页码：224 / 227

页数：4

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