Synthesis of -Difluorinated 1,3-Dienes via Synergistic Cu/Pd-Catalyzed Borodifluorovinylation of Alkynes.

Org Lett

Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China.

Published: August 2022

-Difluoroalkenes (=CF), which normally act as metabolically stable bioisosteres for carbonyl groups (C═O), are widely applied in agrochemicals and pharmaceuticals and are also used as building blocks in organic synthesis. Herein, an example of Cu/Pd-catalyzed borodifluorovinylation was achieved using alkynes, difluoroethylene bromide, and Bpin as chemical feedstocks, providing the corresponding conjugated -difluoroalkene scaffold with good functional group compatibility. Moreover, an array of fluorinated synthons can be obtained through further transformations.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.2c01875DOI Listing

Publication Analysis

Top Keywords

cu/pd-catalyzed borodifluorovinylation
8
synthesis -difluorinated
4
-difluorinated 13-dienes
4
13-dienes synergistic
4
synergistic cu/pd-catalyzed
4
borodifluorovinylation alkynes
4
alkynes -difluoroalkenes
4
-difluoroalkenes =cf
4
=cf metabolically
4
metabolically stable
4

Similar Publications

Synthesis of -Difluorinated 1,3-Dienes via Synergistic Cu/Pd-Catalyzed Borodifluorovinylation of Alkynes.

Org Lett

August 2022

Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China.

-Difluoroalkenes (=CF), which normally act as metabolically stable bioisosteres for carbonyl groups (C═O), are widely applied in agrochemicals and pharmaceuticals and are also used as building blocks in organic synthesis. Herein, an example of Cu/Pd-catalyzed borodifluorovinylation was achieved using alkynes, difluoroethylene bromide, and Bpin as chemical feedstocks, providing the corresponding conjugated -difluoroalkene scaffold with good functional group compatibility. Moreover, an array of fluorinated synthons can be obtained through further transformations.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!