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Updated: Aug 30, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
CBr4 catalyzed activation of α,β-unsaturated ketones
Shyamal Kanti Bera1, Rajat Rajiv Maharana2, Kousik Samanta2
1School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, Bhubaneswar, PO Bhimpur-Padanpur, Via Jatni, District Khurda, Odisha 752050, India. pmal@niser.ac.in.
Abstract:
We have shown here that weak interactions such as halogen bonding (XB) can be used to activate the carbonyl group of α,β-unsaturated ketones. Carbon tetrabromide (CBr4) has been used as the sole reagent for the selective synthesis of flavanones and aza-flavanones from the corresponding 2'-hydroxy- and 2'-aminochalcones under metal-free and additive-free conditions. DFT calculations support the catalytic role of XB between the oxygen of chalcones and CBr4 in these reactions.
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