Triethylborane-Initiated Room Temperature Radical Addition of Hypophosphites to Olefins: Synthesis of Monosubstituted Phosphinic Acids and Esters
Sylvine Deprčle and Jean-Luc Montchamp
*Department of Chemistry, Box 298860, Texas Christian University, Fort Worth, Texas 76129, Email: j.montchamptcu.edu
S. Deprčle, J.-L. Montchamp, J. Org. Chem., 2001, 66, 6745-6755.
DOI: 10.1021/jo015876i
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Abstract
A P-centered radical formation initiated by Et3B/O2 provides phosphinic acid derivatives from hypophosphite salts or esters and alkenes at r.t. under neutral conditions. The reaction tolerates a wide range of functional groups. Monosubstituted phosphinic acids obtained in very good isolated yields by a simple extractive workup, but the isolated yields are diminished if a substituent is polar.
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Key Words
ID: J42-Y2001