Work

Fluorohydrin Synthesis via Formal C–H Fluorination of Cyclic Alcohols

Year: 2026

Type: article

Abstract: Installation of C-F bonds, particularly at the expense of C-H bonds, is of exceptional importance in the development of pharmaceuticals, agrochemicals, and advanced materials. Toward introducing this moiety, here we show that cyclic fluorohydrins can be directly generated via formal C-H fluorination of 5-, 6-, 7-, and 8-membered cyclic alcohols using Selectfluor. Mechanistic studies are consistent with fluorohydrin formation via an ionic elimination-hydroxyfluorination cascade proceeding through an alkene intermediate.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c02401

Authors: Helen M.J. Edens, Julian G. West

Institution: Rice University

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: hybrid

Estimated APC paid: $4,500