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Cs2CO3-Mediated Regio- and Stereoselective Sulfonylation of 1,1-Dibromo-1-alkenes with Sodium Sulfinates

Morteza Shiri*, Parvin Salehi, Zeinab Mohammadpour, Peyman Salehi, Behrouz Notash

*Department of Chemistry, Faculty of Physics and Chemistry, Alzahra University, Vanak, Tehran, 1993893973, Iran, Email: mshirialzahra.ac.ir

M. Shiri, P. Salehi, Z. Mohammadpour, P. Salehi, B. Notash, Synthesis, 2021, 53, 1149-1156.

DOI: 10.1055/s-0040-1706295 (free Supporting Information)


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Abstract

Cs2CO3 promotes a a highly selective sulfonylation of 1,1-dibromo-1-alkenes with sodium sulfinates to provide (Z)-1-bromo-1-sulfonyl alkenes in good yields. A subsequent Sonogashira cross coupling gives selectively the corresponding sulfonylalkynyl alkenes.

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Key Words

1,1-dibromo-1-alkenes, sodium sulfonates, regioselective, vinyl sulfones, cesium carbonate, isatin


ID: J66-Y2021