涉及螺-二氢喹唑啉酮和活化烯烃的有机光氧化还原催化解构烷基化/和平-微笑重排级联

IF 4.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-06-24 DOI:10.1039/D5CC02774H

Mudavath Bhargav Sai Naik, Durga Golagani, Poojasri Dindi and Srirama Murthy Akondi

{"title":"涉及螺-二氢喹唑啉酮和活化烯烃的有机光氧化还原催化解构烷基化/和平-微笑重排级联","authors":"Mudavath Bhargav Sai Naik, Durga Golagani, Poojasri Dindi and Srirama Murthy Akondi","doi":"10.1039/D5CC02774H","DOIUrl":null,"url":null,"abstract":"<p >An organophotoredox-catalyzed cascade reaction involving C–C σ-bond cleavage, C–C bond formation, and a subsequent Truce–Smiles rearrangement has been developed using spiro-dihydroquinazolinones and activated alkenes. This aromaticity-driven deconstructive functionalization strategy efficiently yields valuable quinazolinone-containing long-chain amides bearing an α-all-carbon quaternary center. Mild redox-neutral conditions, good functional group compatibility and high atom economy are the noteworthy features of this methodology.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" 61","pages":" 11469-11472"},"PeriodicalIF":4.2000,"publicationDate":"2025-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Organophotoredox-catalyzed deconstructive alkylation/Truce–Smiles rearrangement cascade involving spiro-dihydroquinazolinones and activated alkenes†\",\"authors\":\"Mudavath Bhargav Sai Naik, Durga Golagani, Poojasri Dindi and Srirama Murthy Akondi\",\"doi\":\"10.1039/D5CC02774H\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >An organophotoredox-catalyzed cascade reaction involving C–C σ-bond cleavage, C–C bond formation, and a subsequent Truce–Smiles rearrangement has been developed using spiro-dihydroquinazolinones and activated alkenes. This aromaticity-driven deconstructive functionalization strategy efficiently yields valuable quinazolinone-containing long-chain amides bearing an α-all-carbon quaternary center. Mild redox-neutral conditions, good functional group compatibility and high atom economy are the noteworthy features of this methodology.</p>\",\"PeriodicalId\":67,\"journal\":{\"name\":\"Chemical Communications\",\"volume\":\" 61\",\"pages\":\" 11469-11472\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2025-06-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemical Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/cc/d5cc02774h\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemical Communications","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/cc/d5cc02774h","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

摘要

利用螺-二氢喹啉酮和活化烯烃，建立了一种有机光氧化还原催化的级联反应，包括C-C σ键裂解、C-C键形成和随后的Truce-Smiles重排。这种芳香驱动的解构功能化策略有效地产生了具有α-全碳季中心的含喹唑啉酮长链酰胺。温和的氧化还原中性条件、良好的官能团相容性和高原子经济性是该方法的显著特点。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Organophotoredox-catalyzed deconstructive alkylation/Truce–Smiles rearrangement cascade involving spiro-dihydroquinazolinones and activated alkenes†

查看原文本刊更多论文

Organophotoredox-catalyzed deconstructive alkylation/Truce–Smiles rearrangement cascade involving spiro-dihydroquinazolinones and activated alkenes†

An organophotoredox-catalyzed cascade reaction involving C–C σ-bond cleavage, C–C bond formation, and a subsequent Truce–Smiles rearrangement has been developed using spiro-dihydroquinazolinones and activated alkenes. This aromaticity-driven deconstructive functionalization strategy efficiently yields valuable quinazolinone-containing long-chain amides bearing an α-all-carbon quaternary center. Mild redox-neutral conditions, good functional group compatibility and high atom economy are the noteworthy features of this methodology.

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

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.