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醋酸碘苯促进的1,1-二取代烯丙醇与苯硫酚之间的1,2-转移反应。

PhI(OAc)-Promoted 1,2-Transfer Reaction between 1,1-Disubstituted Allylic Alcohols and Thiophenols.

作者信息

Guo Guozhe, Li Wenduo, Zheng Jingjing, Liu Aping, Zhang Qi, Wang Yatao

机构信息

Gansu Key Laboratory of Efficient Utilization of Oil and Gas Resources, College of Petroleum and Chemical Engineering, Longdong University, Qingyang 745000, China.

出版信息

Molecules. 2024 Jun 29;29(13):3112. doi: 10.3390/molecules29133112.

DOI:10.3390/molecules29133112
PMID:38999064
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11243614/
Abstract

The PhI(OAc)-promoted 1,2-transfer reaction between allylic alcohols and thiophenols, conducted in an argon atmosphere, has proven to be effective in producing β-carbonyl sulfides from 1,1-disubstituted allylic alcohols in high yields. This method offers a fast and efficient way to synthesize β-carbonyl sulfides, which are valuable intermediates in organic synthesis. This discussion focuses on the effects of the oxidizer, temperature, and solvent on the reaction. A proposed tentative mechanism for this reaction is also discussed.

摘要

在氩气氛围中进行的PhI(OAc)促进的烯丙醇与苯硫酚之间的1,2-转移反应,已被证明能有效地从1,1-二取代烯丙醇中高产率地制备β-羰基硫化物。该方法为合成β-羰基硫化物提供了一种快速有效的途径,β-羰基硫化物是有机合成中有价值的中间体。本讨论重点关注氧化剂、温度和溶剂对反应的影响。还讨论了该反应的一个初步推测机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/e35b9c63736d/molecules-29-03112-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/e5d227a3f953/molecules-29-03112-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/914e6716ce59/molecules-29-03112-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/21eadfd0e069/molecules-29-03112-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/1f4f87f08855/molecules-29-03112-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/ba4ae493a277/molecules-29-03112-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/e35b9c63736d/molecules-29-03112-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/e5d227a3f953/molecules-29-03112-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/914e6716ce59/molecules-29-03112-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/21eadfd0e069/molecules-29-03112-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/1f4f87f08855/molecules-29-03112-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/ba4ae493a277/molecules-29-03112-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/914d/11243614/e35b9c63736d/molecules-29-03112-sch004.jpg

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