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Revisiting Nucleophilic Substitution Reactions: Microwave-Assisted Synthesis of Azides, Thiocyanates, and Sulfones in an Aqueous Medium

Yuhong Ju, Dalip Kumar, and Rajender S. Varma*

*Clean Processes Branch, Sustainable Technology Division, National Risk Management Research Laboratory, U.S. Environmental Protection Agency, 26 West Martin Luther King Drive, MS 443, Cincinnati, Ohio 45268, Email: varma.rajenderepa.gov

Y. Ju, D. Kumar, R. S. Varma, J. Org. Chem., 2006, 71, 6697-6700.

DOI: 10.1021/jo061114h (free Supporting Information)


Abstract

A practical, rapid, and efficient microwave (MW) promoted nucleophilic substitution of alkyl halides or tosylates with alkali azides, thiocyanates or sulfinates in aqueous media tolerates various reactive functional groups.


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Key Words

Nucleophilic Substitution, Microwave Synthesis, Green Chemistry, Alkyl Azides, Benzyl Azides, Thiocyanates, Sulfones


ID: J42-Y2006-2640