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(3+2) Cycloadditions of Vinyl Sulfonyl Fluorides with Ethyl Diazoacetate or Azides: Metal-Free Synthesis of Pyrazole and Triazole Scaffolds via SO2 Elimination

K. Sandeep, A. Sanjeeva Kumar, Asif Ali Qureshi, K. C. Kumara Swamy*

*School of Chemistry, University of Hyderabad, Hyderabad, 500046, Telangana, India, Email: kcksscuohyd.ac.in

K. Sandeep, A. S. Kumar, A. A. Qureshi, K. C. K. Swamy, Synthesis, 2022, 54, 4111-4119.

DOI: 10.1055/s-0041-1737485


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Abstract

A (3+2) cycloaddition reaction between substituted vinyl sulfonyl fluorides and ethyl diazoacetate or azides enables the rapid construction of pyrazole or triazole cores via Michael addition and SO2 gas elimination.

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Key Words

azides, cycloaddition, diazo compounds, Michael addition, pyrazoles, 1,2,3-triazoles, vinyl sulfonyl fluoride


ID: J66-Y2022