Recent synthetic strategies for N-arylation of pyrrolidines: a potential template for biologically active molecules.

IF 3.9 2区化学 Q2 CHEMISTRY, APPLIED Molecular Diversity Pub Date : 2024-07-24 DOI:10.1007/s11030-024-10924-7

Saeeda Mubashra, Ayesha Rafiq, Sana Aslam, Nasir Rasool, Matloob Ahmad

引用次数: 0

Abstract

The chemistry of nitrogen-containing heterocyclic compounds has been a multifaceted area of research for an extended period due to their varied therapeutic and biological significance. N-Aryl pyrrolidine formed by condensation of aryl group with nitrogen atom of pyrrolidine is present in a wide array of compounds. Various significant activities shown by N-arylated pyrrolidine include anti-Alzheimer, antihypoxic, anticancer, plant activator, analgesic effect, and hepatitis C inhibitor. This review summarizes different synthetic approaches, e.g., transition-metal catalyzed and transition-metal-free synthesis, decarboxylation reaction, reductive amination, nucleophilic cyclization, Ullmann-Goldberg amidation, Buchwald-Hartwig reaction, Chan-Evans-Lam coupling, addition to benzyne, multistep reaction, green synthesis, rearrangement reaction, and multicomponent reaction, to afford the derivatives of N-aryl pyrrolidine. It encompasses synthetic strategies documented from 2015 to 2023.

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吡咯烷 N-芳基化的最新合成策略：生物活性分子的潜在模板。

长期以来，含氮杂环化合物的化学一直是一个多方面的研究领域，因为它们具有不同的治疗和生物学意义。芳基与吡咯烷的氮原子缩合形成的 N-芳基吡咯烷存在于多种化合物中。N 芳基吡咯烷显示出的各种重要活性包括抗老年痴呆、抗缺氧、抗癌、植物活化剂、镇痛作用和丙型肝炎抑制剂。本综述总结了不同的合成方法，如过渡金属催化和无过渡金属合成、脱羧反应、还原胺化、亲核环化、Ullmann-Goldberg 酰胺化、Buchwald-Hartwig 反应、Chan-Evans-Lam 偶联、苄烯加成、多步反应、绿色合成、重排反应和多组分反应，以获得 N-芳基吡咯烷的衍生物。报告涵盖了从 2015 年到 2023 年的合成策略。

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来源期刊

Molecular Diversity 化学-化学综合

CiteScore

7.30

自引率

7.90%

发文量

219

审稿时长

2.7 months

期刊介绍： Molecular Diversity is a new publication forum for the rapid publication of refereed papers dedicated to describing the development, application and theory of molecular diversity and combinatorial chemistry in basic and applied research and drug discovery. The journal publishes both short and full papers, perspectives, news and reviews dealing with all aspects of the generation of molecular diversity, application of diversity for screening against alternative targets of all types (biological, biophysical, technological), analysis of results obtained and their application in various scientific disciplines/approaches including: combinatorial chemistry and parallel synthesis; small molecule libraries; microwave synthesis; flow synthesis; fluorous synthesis; diversity oriented synthesis (DOS); nanoreactors; click chemistry; multiplex technologies; fragment- and ligand-based design; structure/function/SAR; computational chemistry and molecular design; chemoinformatics; screening techniques and screening interfaces; analytical and purification methods; robotics, automation and miniaturization; targeted libraries; display libraries; peptides and peptoids; proteins; oligonucleotides; carbohydrates; natural diversity; new methods of library formulation and deconvolution; directed evolution, origin of life and recombination; search techniques, landscapes, random chemistry and more;