Issue 100, 2018

Mn(ii)-catalysed alkylation of methylene ketones with alcohols: direct access to functionalised branched products

Abstract

Herein an operationally simple alkylation of methylene ketones with primary alcohols is reported. Use of an inexpensive and earth abundant Mn/1,10-phenanthroline system enables direct access to a series of functionalised branched ketones including one-pot sequential double alkylation and Alzheimer's drug donepezil. Preliminary mechanistic investigation, determination of the rate and order of reactions and deuterium labeling experiments support the participation of the hydrogen-borrowing strategy for the ketone alkylation.

Graphical abstract: Mn(ii)-catalysed alkylation of methylene ketones with alcohols: direct access to functionalised branched products

Supplementary files

Article information

Article type
Communication
Submitted
07 Oct 2018
Accepted
25 Oct 2018
First published
25 Oct 2018

Chem. Commun., 2018,54, 14069-14072

Mn(II)-catalysed alkylation of methylene ketones with alcohols: direct access to functionalised branched products

L. M. Kabadwal, J. Das and D. Banerjee, Chem. Commun., 2018, 54, 14069 DOI: 10.1039/C8CC08010K

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