4.4 Article

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

Journal

SYNLETT
Volume 24, Issue 12, Pages 1558-1562

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339194

Keywords

alkynes; TsNBr2; alpha,alpha-dibromoalkanones; beta-bromoenol alkanoates; catalyst-free conditions

Funding

  1. Department of the Science and Technology, New Delhi [SR/S1/OC-22/2010]

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A very rapid (3-12 min) and efficient method has been developed for a one-pot synthesis of alpha,alpha-dibromoalkanones and beta-bromoenol alkanoates directly from alkynes using N,N-dibromo-p-toluenesulfonamide (TsNBr2). The protocol is embellished with features like ambient temperature, high regioselectivity, operational simplicity, and metal- and catalyst-free conditions.

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