Gallou, Fabrice and Heinz, Luisa (2024) Reactions of in situ-generated difluorocarbene (:CF2) with aromatic/heteroaromatic alcohols, thiols, olefins, and alkynes under environmentally responsible conditions. The journal of organic chemistry : JOC, xx (xx). xx-xx.

Abstract

Environmentally respectful methods for generating and utilizing difluorocarbene (:CF2) in the synthesis of a wide array of valuable difluoromethylated compounds are disclosed. In particular, insertion of the CF2 moiety into aromatic/heteroaromatic alcohols, thiols, olefins, and alkynes under neat or aqueous micellar catalysis conditions is demonstrated. These methods yield both satisfactory results and significantly lower E-Factors compared to traditional synthetic approaches. Key applications of these methodologies include optimization en route to a pantoprazole intermediate, and development of a representative one-pot chemoenzymatic sequence. Additionally, analysis via calorimetry indicated no significant safety risk in the context of the developed solvent-free conditions.

Item Type:	Article
Date Deposited:	10 Dec 2024 00:45
Last Modified:	10 Dec 2024 00:45
URI:	https://oak.novartis.com/id/eprint/54618