1,1,2-Tribromoethyl arenes: novel and highly efficient precursors for the synthesis of 1-bromoalkynes and α-bromoketones?
Organic Chemistry Frontiers Pub Date: 2021-07-09 DOI: 10.1039/D1QO00793A
Abstract
In this work, we developed a novel method to synthesize 1,1,2-tribromoethyl arenes, which can be easily transformed to 1-bromoalkynes via base-mediated elimination reaction. The bromination reagent was in situ generated from the reaction of NaBr/NaBrO3/H2SO4, resulting in high reactivity, excellent chemical selectivity and outstanding functional group tolerance. Moreover, 1,1,2-tribromoethyl arenes encounter a selectivity switch to afford α-bromoketones under strong acidic conditions.
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Journal Name：Organic Chemistry Frontiers
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