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Communication

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

by
Guozhe Guo
*,
Wenduo Li
,
**g**g Zheng
,
A** Liu
,
Qi Zhang
and
Yatao Wang
Gansu Key Laboratory of Efficient Utilization of Oil and Gas Resources, College of Petroleum and Chemical Engineering, Longdong University, Qingyang 745000, China
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(13), 3112; https://doi.org/10.3390/molecules29133112
Submission received: 29 May 2024 / Revised: 25 June 2024 / Accepted: 25 June 2024 / Published: 29 June 2024
(This article belongs to the Special Issue Organic Synthesis and Application of Bioactive Molecules)
Versions Notes

Abstract

The PhI(OAc)2-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.
Keywords: allylic alcohols; thiophenols; β-carbonyl sulfides; PhI(OAc)2; 1,2-transfer reaction allylic alcohols; thiophenols; β-carbonyl sulfides; PhI(OAc)2; 1,2-transfer reaction

Share and Cite

MDPI and ACS Style

Guo, G.; Li, W.; Zheng, J.; Liu, A.; Zhang, Q.; Wang, Y. PhI(OAc)2-Promoted 1,2-Transfer Reaction between 1,1-Disubstituted Allylic Alcohols and Thiophenols. Molecules 2024, 29, 3112. https://doi.org/10.3390/molecules29133112

AMA Style

Guo G, Li W, Zheng J, Liu A, Zhang Q, Wang Y. PhI(OAc)2-Promoted 1,2-Transfer Reaction between 1,1-Disubstituted Allylic Alcohols and Thiophenols. Molecules. 2024; 29(13):3112. https://doi.org/10.3390/molecules29133112

Chicago/Turabian Style

Guo, Guozhe, Wenduo Li, **g**g Zheng, A** Liu, Qi Zhang, and Yatao Wang. 2024. "PhI(OAc)2-Promoted 1,2-Transfer Reaction between 1,1-Disubstituted Allylic Alcohols and Thiophenols" Molecules 29, no. 13: 3112. https://doi.org/10.3390/molecules29133112

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