TY - JOUR
T1 - Recent progress in the chemistry of β-aminoketones
AU - Hammouda, Mohamed M.
AU - Elattar, Khaled M.
N1 - Publisher Copyright:
© 2022 The Royal Society of Chemistry.
PY - 2022/8/31
Y1 - 2022/8/31
N2 - The β-aminoketone moiety has been found to be the basic skeleton of several drugs such as the amine salts “tolperisone (vasodilation)” and “oxyfedrine (therapeutic coronary disease)”, and fluoroaryl derivatives such as “sitagliptin (antidiabetic)”. The objective of this review is to summarize and highlight the chemistry of compounds reported with a β-aminoketone core in the last five years regarding their synthetic strategies, chemical reactivity, and mechanistic synthetic pathways. In the different sections, we categorize the synthesis of β-aminoketones by Mannich reactions via catalytic, non-catalytic, and one-pot procedures. Also, the synthesis of the investigated compounds is accomplished by condensation reactions, from propargylic alcohols, reductive hydroamination, alkylation, carbonylative coupling, and acid hydrolysis of metal complexes. The aim of this review is to provide details for the synthesis of piperidines, morpholinones, piperazinones, dihydroxy-2-oxopyrroles, spirocyclic systems, imidazolines, indolizines, pyrido-isoindoles, aminoalcohols, metal complexes, fluoxetine, sotolon, (S)-ketamine, indolines, and benzoazepinones.
AB - The β-aminoketone moiety has been found to be the basic skeleton of several drugs such as the amine salts “tolperisone (vasodilation)” and “oxyfedrine (therapeutic coronary disease)”, and fluoroaryl derivatives such as “sitagliptin (antidiabetic)”. The objective of this review is to summarize and highlight the chemistry of compounds reported with a β-aminoketone core in the last five years regarding their synthetic strategies, chemical reactivity, and mechanistic synthetic pathways. In the different sections, we categorize the synthesis of β-aminoketones by Mannich reactions via catalytic, non-catalytic, and one-pot procedures. Also, the synthesis of the investigated compounds is accomplished by condensation reactions, from propargylic alcohols, reductive hydroamination, alkylation, carbonylative coupling, and acid hydrolysis of metal complexes. The aim of this review is to provide details for the synthesis of piperidines, morpholinones, piperazinones, dihydroxy-2-oxopyrroles, spirocyclic systems, imidazolines, indolizines, pyrido-isoindoles, aminoalcohols, metal complexes, fluoxetine, sotolon, (S)-ketamine, indolines, and benzoazepinones.
UR - http://www.scopus.com/inward/record.url?scp=85138477446&partnerID=8YFLogxK
U2 - 10.1039/d2ra03864a
DO - 10.1039/d2ra03864a
M3 - Review article
AN - SCOPUS:85138477446
SN - 2046-2069
VL - 12
SP - 24681
EP - 24712
JO - RSC Advances
JF - RSC Advances
IS - 38
ER -