Issue 17, 2016

Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer

Abstract

A catalytic process that provides dihalogenated nitro alcohols in up to 99% yield and with 100% atom economy is described. In situ cleavage of dihalonitroacetophenones affords nitronates that undergo Lewis acid catalyzed addition to aldehydes. Final benzoylation renders the sequence irreversible and regenerates the bond scission and acyl transfer agent.

Graphical abstract: Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer

Supplementary files

Article information

Article type
Communication
Submitted
25 Nov 2015
Accepted
01 Feb 2016
First published
01 Feb 2016

Chem. Commun., 2016,52, 3576-3579

Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer

R. Ding and C. Wolf, Chem. Commun., 2016, 52, 3576 DOI: 10.1039/C5CC09753C

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