通过[4 + 1 + 1]和[3 + 1 + 1]环化反应合成α-羰基和四氢吡咯[2,3-b]吲哚的温度依赖性、可切换性

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Siyang Xing*, Lvrong Jin, Fangfang Jing, Xiqing Wang, Jingyu Pang and Bolin Zhu*, 
{"title":"通过[4 + 1 + 1]和[3 + 1 + 1]环化反应合成α-羰基和四氢吡咯[2,3-b]吲哚的温度依赖性、可切换性","authors":"Siyang Xing*,&nbsp;Lvrong Jin,&nbsp;Fangfang Jing,&nbsp;Xiqing Wang,&nbsp;Jingyu Pang and Bolin Zhu*,&nbsp;","doi":"10.1021/acs.joc.5c0068310.1021/acs.joc.5c00683","DOIUrl":null,"url":null,"abstract":"<p >A switchable one-pot, three-component cyclization of 3-vinylindoles, sulfonyl azides, and α-bromoketones has been developed for the synthesis of α-carbolines and tetrahydropyrrolo[2,3-b]indoles. The advantages of this strategy include excellent product selectivity, good functional group tolerance, highly functionalized products, and mild conditions.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 23","pages":"7818–7831 7818–7831"},"PeriodicalIF":3.6000,"publicationDate":"2025-05-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Temperature-Dependent, Switchable Synthesis of α-Carbolines and Tetrahydropyrrolo[2,3-b]indoles via Formal [4 + 1 + 1] and [3 + 1 + 1] Cyclizations\",\"authors\":\"Siyang Xing*,&nbsp;Lvrong Jin,&nbsp;Fangfang Jing,&nbsp;Xiqing Wang,&nbsp;Jingyu Pang and Bolin Zhu*,&nbsp;\",\"doi\":\"10.1021/acs.joc.5c0068310.1021/acs.joc.5c00683\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A switchable one-pot, three-component cyclization of 3-vinylindoles, sulfonyl azides, and α-bromoketones has been developed for the synthesis of α-carbolines and tetrahydropyrrolo[2,3-b]indoles. The advantages of this strategy include excellent product selectivity, good functional group tolerance, highly functionalized products, and mild conditions.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 23\",\"pages\":\"7818–7831 7818–7831\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-05-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c00683\",\"RegionNum\":2,\"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":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c00683","RegionNum":2,"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

研究了一种由3-乙烯基多、磺酰叠氮化物和α-溴酮组成的可切换的单锅三组分环化反应,用于合成α-碳卡啉和四氢吡咯[2,3-b]吲哚。该策略的优点是产品选择性好,官能团耐受性好,产品功能化程度高,条件温和。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Temperature-Dependent, Switchable Synthesis of α-Carbolines and Tetrahydropyrrolo[2,3-b]indoles via Formal [4 + 1 + 1] and [3 + 1 + 1] Cyclizations

Temperature-Dependent, Switchable Synthesis of α-Carbolines and Tetrahydropyrrolo[2,3-b]indoles via Formal [4 + 1 + 1] and [3 + 1 + 1] Cyclizations

A switchable one-pot, three-component cyclization of 3-vinylindoles, sulfonyl azides, and α-bromoketones has been developed for the synthesis of α-carbolines and tetrahydropyrrolo[2,3-b]indoles. The advantages of this strategy include excellent product selectivity, good functional group tolerance, highly functionalized products, and mild conditions.

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
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信