Cu‐Catalyzed Coupling of Sulfonyl Chlorides with Alkenes: Synthesis of Dienyl Sulfones and β‐Chlorosulfones

Abstract This work reports a Cu‐catalyzed coupling technique for synthesizing ( E )‐dienyl sulfones and β‐chlorosulfones from 1‐arylbutadienes and styrenes, respectively. By employing easily available and inexpensive reagents, this method enables the synthesis of a diverse array of dienyl sulfones and β‐chlorosulfones with excellent functional group tolerance under base‐ and oxidant‐free conditions. It also proves versatile for the late‐stage functionalization of drug molecules and the scale‐up reactions. The method showcases notable selectivity, gentle reaction conditions, and compatibility with various functional groups as demonstrated through 66 examples with excellent display of regioselectivity.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-10-14
DOI
https://doi.org/10.1002/ejoc.202401077
Citations
1
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.25
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article

Cu‐Catalyzed Coupling of Sulfonyl Chlorides with Alkenes: Synthesis of Dienyl Sulfones and β‐Chlorosulfones

Priyanka Choudhary, Rodney A. Fernandes, Ravikant S. Ranjan
1 citations
European Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
0.25
article

Cu‐Catalyzed Coupling of Sulfonyl Chlorides with Alkenes: Synthesis of Dienyl Sulfones and β‐Chlorosulfones

Priyanka Choudhary, Rodney A. Fernandes, Ravikant S. Ranjan
article en
1 citations

Abstract

Abstract This work reports a Cu‐catalyzed coupling technique for synthesizing ( E )‐dienyl sulfones and β‐chlorosulfones from 1‐arylbutadienes and styrenes, respectively. By employing easily available and inexpensive reagents, this method enables the synthesis of a diverse array of dienyl sulfones and β‐chlorosulfones with excellent functional group tolerance under base‐ and oxidant‐free conditions. It also proves versatile for the late‐stage functionalization of drug molecules and the scale‐up reactions. The method showcases notable selectivity, gentle reaction conditions, and compatibility with various functional groups as demonstrated through 66 examples with excellent display of regioselectivity.

European Journal of Organic ChemistryVol. 28(3)
Indian Institute of Technology Bombay (IN)
Openalex Percentile: Top 48%
Sulfur-Based Synthesis Techniques
0.25
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