Radical chain reduction of alkylboron compounds with catechols

G Villa, G Povie, P Renaud

Index: Villa, Giorgio; Povie, Guillaume; Renaud, Philippe Journal of the American Chemical Society, 2011 , vol. 133, # 15 p. 5913 - 5920

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Citation Number: 26

Abstract

The conversion of alkylboranes to the corresponding alkanes is classically per-formed via protonolysis of alkylboranes. This simple reaction requires the use of severe reaction conditions, that is, treatment with a carboxylic acid at high temperature (> 150° C). We report here a mild radical procedure for the transformation of organoboranes to alkanes. 4-tert- Butylcatechol, a well-established radical inhibitor and antioxidant, is acting as a source of ...