通过多组分反应的区域选择性和化学选择性合成黄酮异构体：氢键和溶剂效应的协同作用。

IF 3.9 2区化学 Q2 CHEMISTRY, APPLIED

Molecular Diversity Pub Date : 2025-03-26 DOI:10.1007/s11030-025-11151-4

Li-Xin Zhang, Zi-Yi Tang, Xin-Yue Liu, Xing-Yu Chen, Shi-Qi Jia, Xing-Wei Jiang, Xin-Yan Gao, Jia Xu, Jie Lei

{"title":"通过多组分反应的区域选择性和化学选择性合成黄酮异构体：氢键和溶剂效应的协同作用。","authors":"Li-Xin Zhang, Zi-Yi Tang, Xin-Yue Liu, Xing-Yu Chen, Shi-Qi Jia, Xing-Wei Jiang, Xin-Yan Gao, Jia Xu, Jie Lei","doi":"10.1007/s11030-025-11151-4","DOIUrl":null,"url":null,"abstract":"Given the prevalence and significance of flavanones, we present a regio- and chemoselective approach for the synthesis of flavanone isosteres. This method is facilitated by the synergistic effects of hydrogen bonding and solvent interactions. Notably, this novel multicomponent reaction employs commercially available starting materials, operates without the need for catalysts, and achieves high levels of regio- and chemoselectivity under mild conditions. The protocol exhibits excellent tolerance for complex substrates, including those derived from Linagliptin and Cholesterol. Furthermore, this robust synthetic method not only surpasses the limitations of traditional approaches but also aligns with the principles of green chemistry.","PeriodicalId":708,"journal":{"name":"Molecular Diversity","volume":" ","pages":""},"PeriodicalIF":3.9000,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Regio- and chemoselective synthesis of flavanone isosteres via multicomponent reactions: synergistic role of hydrogen bonding and solvent effects.\",\"authors\":\"Li-Xin Zhang, Zi-Yi Tang, Xin-Yue Liu, Xing-Yu Chen, Shi-Qi Jia, Xing-Wei Jiang, Xin-Yan Gao, Jia Xu, Jie Lei\",\"doi\":\"10.1007/s11030-025-11151-4\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Given the prevalence and significance of flavanones, we present a regio- and chemoselective approach for the synthesis of flavanone isosteres. This method is facilitated by the synergistic effects of hydrogen bonding and solvent interactions. Notably, this novel multicomponent reaction employs commercially available starting materials, operates without the need for catalysts, and achieves high levels of regio- and chemoselectivity under mild conditions. The protocol exhibits excellent tolerance for complex substrates, including those derived from Linagliptin and Cholesterol. Furthermore, this robust synthetic method not only surpasses the limitations of traditional approaches but also aligns with the principles of green chemistry.\",\"PeriodicalId\":708,\"journal\":{\"name\":\"Molecular Diversity\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":3.9000,\"publicationDate\":\"2025-03-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Molecular Diversity\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1007/s11030-025-11151-4\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecular Diversity","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s11030-025-11151-4","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}

引用次数: 0

摘要

鉴于黄酮的普遍性和重要性，我们提出了一种区域和化学选择性合成黄酮异构体的方法。氢键和溶剂相互作用的协同作用促进了这种方法的应用。值得注意的是，这种新型的多组分反应采用了市售的原料，无需催化剂即可操作，并且在温和的条件下实现了高水平的区域选择性和化学选择性。该方案对复杂底物具有良好的耐受性，包括来自利格列汀和胆固醇的底物。此外，这种稳健的合成方法不仅超越了传统方法的局限性，而且符合绿色化学的原则。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

Regio- and chemoselective synthesis of flavanone isosteres via multicomponent reactions: synergistic role of hydrogen bonding and solvent effects.

Given the prevalence and significance of flavanones, we present a regio- and chemoselective approach for the synthesis of flavanone isosteres. This method is facilitated by the synergistic effects of hydrogen bonding and solvent interactions. Notably, this novel multicomponent reaction employs commercially available starting materials, operates without the need for catalysts, and achieves high levels of regio- and chemoselectivity under mild conditions. The protocol exhibits excellent tolerance for complex substrates, including those derived from Linagliptin and Cholesterol. Furthermore, this robust synthetic method not only surpasses the limitations of traditional approaches but also aligns with the principles of green chemistry.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

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;