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CBr4 as a Halogen Bond Donor Catalyst for the Selective Activation of Benzaldehydes to Synthesize α,β-Unsaturated Ketones

Imran Kazi, Somraj Guha and Govindasamy Sekar*

*Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600036, India, Email:

I. Kazi, S. Guha, G. Sekar, Org. Lett., 2017, 19, 1244-1247.

DOI: 10.1021/acs.orglett.7b00348 (free Supporting Information)

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CBr4 as a halogen bond donor catalyst enables a selective activation of aldehydes, to achieve an efficient solvent- and metal-free C═C bond forming reaction in the presence of strong acid sensitive groups such as methoxy, cyanide, ester, and ketal for the synthesis of α,β-unsaturated ketones.

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Plausible Reaction Mechanism for the α,β-Unsaturated Ketones Synthesis

Key Words

aldol condensation

ID: J54-Y2017