Ishihara, Kazuaki published the artcileEnantio- and Site-Selective α-Fluorination of N-Acyl 3,5-Dimethylpyrazoles Catalyzed by Chiral π-CuII Complexes, Formula: C4H11NOS, the main research area is enantioselective regioselective fluorination acyldimethylpyrazole chiral pi copper complex; asymmetric catalysis; copper; fluorination; pyrazoles; π-cation interactions.
Catalytic enantioselective α-fluorination reactions of carbonyl compounds are among the most powerful and efficient synthetic methods for constructing optically active α-fluorinated carbonyl compounds Nevertheless, α-fluorination of α-nonbranched carboxylic acid derivatives is still a big challenge because of relatively high pKa values of their α-hydrogen atoms and difficulty of subsequent synthetic transformation without epimerization. Herein we show that chiral copper(II) complexes of 3-(2-naphthyl)-L-alanine-derived amides are highly effective catalysts for the enantio- and site-selective α-fluorination of N-(α-arylacetyl) and N-(α-alkylacetyl) 3,5-dimethylpyrazoles [e.g., I → II (99%, 91% ee)]. The substrate scope of the transformation is very broad (25 examples including a quaternary α-fluorinated α-amino acid derivative). α. α-Fluorinated products were converted into the corresponding esters, secondary amides, tertiary amides, ketones, and alcs. with almost no epimerization in high yield.
Angewandte Chemie, International Edition published new progress about Acidity (LFER for acidity of N-acylpyrazoles vs. mol. electrostatic potential). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics