Synthesis of Difluoromethylated Carbinols via a HFIP-Promoted Hydroxydifluoromethylation of Aniline, Indole, and Pyrrole Derivatives with Difluoroacetaldehyde Ethyl Hemiacetal
Jianguo Yang, Jing Gui, Miaomiao Mu, Saimei Liu, Jinshan Li, Jun Ren, Zhiming Wang
Abstract
A hexafluoroisopropanol (HFIP)-promoted hydroxydifluoromethylation of aniline, indole, and pyrrole derivatives with difluoroacetaldehyde ethyl hemiacetal has been developed. This protocol provides a facile and straightforward approach to access diverse difluoromethylated carbinols in good to excellent yields under mild conditions. Furthermore, gram-scale and synthetic derivatization experiments have also been demonstrated.
Topics & Concepts
HemiacetalAnilinePyrroleIndole testDerivatizationChemistryOrganic chemistryCombinatorial chemistryHigh-performance liquid chromatographyFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsSynthesis and Reactions of Organic Compounds