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TBAI-Catalyzed Regioselective Hydroxyperoxidation of 1-Aryl/Alkyl-1,3-dienes

Atul Kumar, Gulenur N. Khatun, Rodney A. Fernandes

2023Organic Letters12 citationsDOI

Abstract

An efficient, mild, and economical approach for regioselective synthesis of 4-aryl/alkyl-1-peroxy-but-3-en-2-ols from 1-substituted-1,3-butadienes using hydroperoxides and catalyzed by TBAI has been developed. This method can be executed in a simple operation with no dry conditions required and having tolerance to a wide range of substrates to access corresponding hydroxyperoxidates in good yields. Thus, an excellent regioselective orthogonal dioxygenation in a diene system has been achieved.

Topics & Concepts

RegioselectivityChemistryAlkylArylCatalysisDieneCombinatorial chemistryOrganic chemistryNatural rubberOxidative Organic Chemistry ReactionsChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods