A Direct and Simplistic Bromination of Commercially Important Organic Compounds in Aqueous Media by Eco-friendly AlBr&lt;sub&gt;3&lt;/sub&gt;-Br&lt;sub&gt;2&lt;/sub&gt; Reagent System

Sharma, S.; Agarwal, D. D.

doi:10.13189/ujc.2015.030204

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2023

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“…(Figure ). The most simple and traditional synthesis of these compounds is C–H(s) bromination with bromine molecules . However, the poor selectivity and hard-handling of liquid bromine limit its application.…”

Section: Introductionmentioning

confidence: 99%

Sustainable Aerobic Bromination with Controllable Chemoselectivity

Wang,

Zeng,

Huang

et al. 2023

ACS Omega

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The formation of C−Br(s) is one of the most fundamental reactions in organic synthesis. Oxidative bromination is a "green" way to achieve it. Aerobic bromination has drawn great interest in the past decades, while the poor substrate scope and selectivity, low efficiency, and the use of metal catalyst still confine its application. In this article, we establish a transition-metal-free aerobic bromination promoted by ionic liquid in a catalytic amount with controllable chemoselectivity toward numbers of C−Br(s) formed, and both NaBr/AcOH and HBr(aq) could be used as the bromine source. This methodology shows high efficiency and has a broad substrate scope for various kinds of C−H(s). We also validate this system by the gram-scale (one-pot) synthesis of functional molecules and direct recycle of the catalyst. The possible radical pathway of this catalysis is also presented with evidence.

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Section: Introductionmentioning

confidence: 99%