Hammouda Mohamed M, Elattar Khaled M
Department of Chemistry, College of Science and Humanities in Al-Kharj, Prince Sattam Bin Abdulaziz University Al-Kharj 11942 Saudi Arabia.
Chemistry Department, Faculty of Science, Mansoura University El-Gomhoria Street Mansoura 35516 Egypt.
RSC Adv. 2022 Aug 31;12(38):24681-24712. doi: 10.1039/d2ra03864a. eCollection 2022 Aug 30.
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 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, ()-ketamine, indolines, and benzoazepinones.
β-氨基酮部分已被发现是几种药物的基本骨架,如胺盐“托哌酮(血管舒张)”和“奥昔非君(治疗冠状动脉疾病)”,以及氟芳基衍生物,如“西他列汀(抗糖尿病)”。本综述的目的是总结和强调过去五年中报道的具有β-氨基酮核心的化合物的化学,涉及其合成策略、化学反应性和机理合成途径。在不同的章节中,我们将通过曼尼希反应(催化、非催化和一锅法)对β-氨基酮的合成进行分类。此外,所研究化合物的合成还通过缩合反应、由炔丙醇合成、还原胺化、烷基化、羰基化偶联以及金属配合物的酸水解来完成。本综述的目的是提供有关哌啶、吗啉酮、哌嗪酮、二羟基-2-氧代吡咯、螺环体系、咪唑啉、中氮茚、吡啶并异吲哚、氨基醇、金属配合物、氟西汀、索托酮、()-氯胺酮、二氢吲哚和苯并氮杂卓酮合成的详细信息。