Synthesis of polyfluorinated o-hydroxyacetophenones - convenient precursors of 3-benzylidene-2-phenylchroman-4-ones

Synthesis of polyfluorinated o-hydroxyacetophenones - convenient precursors of 3-benzylidene-2-phenylchroman-4-ones Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2020, Volume: 229, Article number : UNSP 109435, Pages count : DOI: 10.1016/j.jfluchem.2019.109435

Tags

Fluorinated o-iodophenols; o-hydroxyacetophenones; Palladium catalysis; Sonogashira coupling; Hydration reaction; Aldol reaction

Authors

Politanskaya Larisa ^1,2 , Tretyakov Evgeny ^1,2 , Xi Chanjuan ³

Affiliations

1	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Ac Lavrentiev Ave 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Pirogova St 2, Novosibirsk 630090, Russia
3	(Данные Web of science) Tsinghua Univ, Dept Chem, MOE Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China

A simple and efficient approach to the synthesis of fluorinated o-hydroxyacetophenones in good to excellent yields is reported. We demonstrated a convenient method for replacing the iodine atom in o-iodophenols with MeC(O)-group through the introduction and subsequent hydrolysis of TIPS-CC-moiety by of p-toluenesulfonic acid monohydrate. The resulting compounds may serve as precursors for the synthesis of polyfluorinated 3-benzylidene-2-phenylchroman-4-one derivatives that are of interest as objects for the evaluation of their pharmacological properties.

Politanskaya L. , Tretyakov E. , Xi C.
Synthesis of polyfluorinated o-hydroxyacetophenones - convenient precursors of 3-benzylidene-2-phenylchroman-4-ones
Journal of Fluorine Chemistry. 2020. V.229. UNSP 109435 . DOI: 10.1016/j.jfluchem.2019.109435 WOS Scopus РИНЦ

Published print:

Jan 1, 2020

Web of science	WOS:000509631900005
Scopus	2-s2.0-85076198965
Elibrary	43216378
OpenAlex	W2990999439