Litcius/Paper detail

A Strategy for Accessing Trifluoromethyl Carbinol-Containing Chromones from <i>o</i>-Hydroxyaryl Enaminones and Trifluoroacetaldehyde/Ketone Derivatives

Siyu Pan, Mengshi Song, Lingling Zuo, Xiao Geng, Lei Wang

2023The Journal of Organic Chemistry60 citationsDOI

Abstract

Herein, we present a practical strategy for the direct construction of structurally diverse trifluoromethyl carbinol-containing compounds, especially CF 3 -substituted tertiary alcohol with chromone derivatives from easily available o -hydroxyaryl enaminones and trifluoroacetaldehyde/ketone derivatives under metal-free conditions. This reaction features a broad substrate scope with good yields and is easily scaled up. Notably, a one-pot in two-steps reaction of obtained products with amidines is also developed to provide a series of multi-substituted pyrimidine derivatives bearing two unique hydroxyls and one trifluoromethyl containing functional units.

Topics & Concepts

TrifluoromethylKetoneChemistryChromoneSubstrate (aquarium)AlcoholOrganic chemistryPyrimidineScope (computer science)Combinatorial chemistryStereochemistryComputer scienceProgramming languageOceanographyGeologyAlkylFluorine in Organic ChemistrySynthesis of Organic CompoundsSynthesis and Reactions of Organic Compounds