Alkyltriflones in the Ramberg-Bäcklund Reaction: An Efficient and Modular Synthesis of gem-Difluoroalkenes

Yuuki Maekawa, Masakazu Nambo*, Daisuke Yokogawa and Cathleen M. Crudden*

*Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya, Japan, Email: mnamboitbm.nagoya-u.ac.jp, cruddencchem.queensu.ca

Y. Maekawa, M. Nambo, D. Yokogawa, C. M. Crudden, J. Am. Chem. Soc., 2020, 142, 15667-15672.

DOI: 10.1021/jacs.0c07924

---

see article for more reactions

Abstract

The Ramberg-Bäcklund reaction of alkyl triflones provides structurally diverse, fully substituted gem-difluoroalkenes that are difficult to prepare by treatment with specific Grignard reagents. The Grignard reagent serves both as a base to remove the α-proton and as a Lewis acid to assist C-F bond activation.

see article for more examples

---

---

Key Words

Ramberg-Bäcklund Reaction, Fluoroalkenes

---

ID: J48-Y2020