DMSO/SOCl<sub>2</sub>‐Mediated Synthesis of Thiomethylnaphthalenes from Propargyl Alcohols

Abstract Herein, we reported the straightforward synthesis of thiomethylnaphthalenes via the reaction of propargyl alcohols with dimethyl sulfoxide/thionyl chloride (DMSO/SOCl 2 ), which also provided easy access to deuterated thiomethyl and other thioalkyl scaffolds when deuterated dimethyl sulfoxide and dialkyl sulfoxides were used, respectively. In addition, the thiomethyl group can be readily derivatized to the corresponding sulfoxide, sulfone, and sulfoximine of interesting photophysical properties.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-10-08
DOI
https://doi.org/10.1002/adsc.202401025
Citations
5
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.25

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article

DMSO/SOCl2‐Mediated Synthesis of Thiomethylnaphthalenes from Propargyl Alcohols

Ke‐Yin Ye, Xinglei He, Wang‐Fu Liang, Zhihua Wang et al.
5 citations
Advanced Synthesis & Catalysis
Sulfur-Based Synthesis Techniques
1.25
article

DMSO/SOCl2‐Mediated Synthesis of Thiomethylnaphthalenes from Propargyl Alcohols

Ke‐Yin Ye, Xinglei He, Wang‐Fu Liang, Zhihua Wang, J. Li
article en
5 citations

Abstract

Abstract Herein, we reported the straightforward synthesis of thiomethylnaphthalenes via the reaction of propargyl alcohols with dimethyl sulfoxide/thionyl chloride (DMSO/SOCl 2 ), which also provided easy access to deuterated thiomethyl and other thioalkyl scaffolds when deuterated dimethyl sulfoxide and dialkyl sulfoxides were used, respectively. In addition, the thiomethyl group can be readily derivatized to the corresponding sulfoxide, sulfone, and sulfoximine of interesting photophysical properties.

Advanced Synthesis & CatalysisVol. 367(3)
Henan Normal University (CN), Fuzhou University (CN)
Henan Normal University, National Natural Science Foundation of China
Openalex Percentile: Top 22%
Sulfur-Based Synthesis Techniques
1.25
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