Organic Chemistry Portal

Abstracts

Search:

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: gsekariitm.ac.in

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

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


see article for more reactions

Abstract

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.

see article for more examples

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



Key Words

aldol condensation


ID: J54-Y2017