Catalyst-Free Site Selective Hydroxyalkylation of 5-Phenylthiophen-2-amine with α-Trifluoromethyl Ketones through Electrophilic Aromatic Substitution

• Published in: Molecules (Basel, Switzerland) Vol. 27; no. 3; p. 925
• Main Authors: Duvauchelle, Valentin, Bénimélis, David, Meffre, Patrick, Benfodda, Zohra
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 29.01.2022; MDPI
• Subjects: Carbonyl compounds; Carbonyls; catalyst-free; Catalysts; Chemical Sciences; chemoselective; Communication; hydroxyalkylation; Imines; Indoles; Ketones; Lewis acid; Medicinal Chemistry; Organic chemistry; Reagents; site selective; Substitution reactions; Thiophenes; trifluoromethyl hydroxyalkylation; trifluoromethyl ketone; 5-phenylthiophen-2-amine; trifluoromethyl hydroxyalkylation; hydroxyalkylation; catalyst-free; 2-aminothiophene; chemoselective; site selective; trifluoromethyl ketone; trifluoromethyl hdroxyalkylation; Site selective; trifluoromethyl ketones; catalyst free

An original and effective approach for achieving trifluoromethyl hydroxyalkylation of 5-phenylthiophen-2-amine using α-trifluoromethyl ketones is described. In the last few years, reaction of Friedel-Crafts had been widely used to realize hydroxyalkylation on heterocycles such as indoles or thiophen...