tf20催化串联三氟甲基硒化/烯烃环化合成含cf3se杂环

IF 2.7 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-10-01 DOI:10.1002/ajoc.202500586

Sijie Zhu , Huiyi Ren , Linsheng Ye , Ziqiang Cheng , Yuting Wang , Zheliang Yuan , Yanan Wang

{"title":"tf20催化串联三氟甲基硒化/烯烃环化合成含cf3se杂环","authors":"Sijie Zhu , Huiyi Ren , Linsheng Ye , Ziqiang Cheng , Yuting Wang , Zheliang Yuan , Yanan Wang","doi":"10.1002/ajoc.202500586","DOIUrl":null,"url":null,"abstract":"<div><div>In this study, we have developed the tandem trifluoromethylselenolation/cyclization of alkenes to synthesize the CF<sub>3</sub>Se‐containing heterocycles with trifluoromethyl selenoxide as the trifluoromethylselenolation reagent and Tf<sub>2</sub>O as the catalyst. This transformation featured mild conditions and easy operation. Both CF<sub>3</sub>Se‐containing oxindoles and benzoxazines could be obtained in useful yields. Based on the preliminary results and previous reports, a mechanism involving the generation of the electrophilic CF<sub>3</sub>Se species was proposed.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 10","pages":"Article e00586"},"PeriodicalIF":2.7000,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Tf2O‐Catalyzed Tandem Trifluoromethylselenolation/Cyclization of Alkenes for Synthesis of CF3Se‐Containing Heterocycles\",\"authors\":\"Sijie Zhu , Huiyi Ren , Linsheng Ye , Ziqiang Cheng , Yuting Wang , Zheliang Yuan , Yanan Wang\",\"doi\":\"10.1002/ajoc.202500586\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>In this study, we have developed the tandem trifluoromethylselenolation/cyclization of alkenes to synthesize the CF<sub>3</sub>Se‐containing heterocycles with trifluoromethyl selenoxide as the trifluoromethylselenolation reagent and Tf<sub>2</sub>O as the catalyst. This transformation featured mild conditions and easy operation. Both CF<sub>3</sub>Se‐containing oxindoles and benzoxazines could be obtained in useful yields. Based on the preliminary results and previous reports, a mechanism involving the generation of the electrophilic CF<sub>3</sub>Se species was proposed.</div></div>\",\"PeriodicalId\":130,\"journal\":{\"name\":\"Asian Journal of Organic Chemistry\",\"volume\":\"14 10\",\"pages\":\"Article e00586\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-10-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Asian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2193580725004179\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725004179","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

本研究以三氟甲基硒化试剂为三氟甲基硒化试剂，以Tf2O为催化剂，开发了烯烃的串联三氟甲基硒化/环化合成含cf3se的杂环。该改造具有条件温和、操作方便等特点。含cf3se的氧吲哚和苯并恶嗪都可以得到有效的产率。根据初步结果和前人的报道，提出了一种涉及亲电性CF3Se物种产生的机制。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Tf2O‐Catalyzed Tandem Trifluoromethylselenolation/Cyclization of Alkenes for Synthesis of CF3Se‐Containing Heterocycles

查看原文本刊更多论文

Tf2O‐Catalyzed Tandem Trifluoromethylselenolation/Cyclization of Alkenes for Synthesis of CF3Se‐Containing Heterocycles

In this study, we have developed the tandem trifluoromethylselenolation/cyclization of alkenes to synthesize the CF₃Se‐containing heterocycles with trifluoromethyl selenoxide as the trifluoromethylselenolation reagent and Tf₂O as the catalyst. This transformation featured mild conditions and easy operation. Both CF₃Se‐containing oxindoles and benzoxazines could be obtained in useful yields. Based on the preliminary results and previous reports, a mechanism involving the generation of the electrophilic CF₃Se species was proposed.

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

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.