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Catalyst- and Metal-Free Rapid Functionalizations of Alkynes Using TsNBr2

Ruchi Chawla, Atul K. Singh, Lal Dhar S. Yadav*

*Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211 002, India, Email: ldsyadavhotmail.com

R. Chawla, A. K. Singh, L. D. S. Yadav, Synlett, 2013, 24, 1558-1562.

DOI: 10.1055/s-0033-1339194


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Abstract

A very rapid and efficient method enables a one-pot synthesis of α,α-dibromoalkanones and β-bromoenol alkanoates directly from alkynes using N,N-dibromo-p-toluenesulfonamide. The protocol offers ambient temperature, high regioselectivity, operational simplicity, and metal- and catalyst-free conditions.

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Key Words

alkynes, TsNBr2, bromination, hydration, β-bromoenol alkanoates, catalyst-free conditions


ID: J60-Y2013