Features of Nitration of Aromatic Aldehydes with the Difluoromethoxy Group

Author:

Petko Kirill I.1ORCID,Filatov Andrey A.2ORCID,Sokolenko Taras M.1

Affiliation:

1. Institute of Organic Chemistry of the National Academy of Sciences of Ukraine, Ukraine

2. Institute of Organic Chemistry of the National Academy of Sciences of Ukraine; Enamine Ltd., Ukraine

Abstract

Nitration of aromatic aldehydes with difluoromethoxy group results in the partial ipso-substitution of the aldehyde group if difluoromethoxy group is located in the para-position to the aldehyde group. The presence of a chlorine atom in the meta-position to the aldehyde group increases the contribution of the ipso-substitution, while the presence of a chlorine atom in the ortho-position to the aldehyde group reduces it. The presence of strong donors (alkoxy groups) in the molecule eliminates the contribution of the ipso-substitution.

Publisher

National University of Pharmacy

Subject

General Medicine

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