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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 51, 2021 - Issue 24
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Synthetic Communications Reviews

Recent developments in oxidative functionalization reactions promoted by TBAI/TBHP

, , &
Pages 3657-3693 | Received 10 Jul 2021, Published online: 02 Dec 2021
 

Abstract

Transition metal-free approaches for oxidative functionalization reactions have gained considerable importance over the past few decades. The recent updates on the use of TBAI (tetrabutylammoniumiodide) and TBHP (tert-butylhydroperoxide) as an efficient catalytic system for oxidative functionalization reactions on Csp3, Csp2, and Csp carbon have been described. The TBAI/TBHP synergistic combination proved to be a versatile catalytic condition for carrying out various oxidative transformations. Several reviews covering this topic have already been published. However, no comprehensive review covering the oxidative functionalization reactions on different hybridized carbon atoms was reported. In this review, we will cover oxidative reactions developed over the recent years promoted by TBAI/TBHP catalytic system. The mechanistic insights have described TBAI as the radical initiator which can lead to the generation of tert-butylhydroperioxideradical or itself gets oxidized to (hypo)iodite by TBHP.

Graphical Abstract

Acknowledgments

F.A.S. thanks UGC, New Delhi for the award of the Dr. D. S. Kothari Post-Doctoral Fellowship. R.S. thanks DST-SERB, New Delhi for the award of a postdoctoral research fellowship (file no. PDF/2017/000232).

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