• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

电化学硒叶立德芳基炔酮的碳环化反应合成硒代二苯并环庚烯酮/螺[5.5]十一烯酮

Electrochemical Selenylative Carbannulation of Biaryl Ynones to Seleno-Dibenzocycloheptenones/Spiro[5.5]Trienones.

机构信息

Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad 500007, India.

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.

出版信息

J Org Chem. 2021 Dec 3;86(23):17071-17081. doi: 10.1021/acs.joc.1c02182. Epub 2021 Nov 22.

DOI:10.1021/acs.joc.1c02182
PMID:34808049
Abstract

Electrooxidative-induced synthesis of structurally diverse seleno-dibenzocyclohepten-5-ones and seleno-spiro[5.5]trienones by selenylative carbannulation of biaryl ynones with diaryl diselenide has been developed. The switchable reactivity, intramolecular ortho-annulation or dearomative ipso-annulation, is directed by the substituent present on the ortho-aryl group of aryl-ynone. The prominent features of this method include metal-free, external chemical oxidant-free conditions, and readily accessible substrates.

摘要

电氧化诱导的二芳基炔酮与二芳基二硒醚的硒叶立德碳环化反应合成结构多样的硒二苯并环庚烯-5-酮和硒螺[5.5]三烯酮已被开发。通过改变芳基-炔酮邻位芳基上的取代基,可以调控反应的可切换性,实现分子内邻位环化或去芳构化的 ipso 环化。该方法的突出特点包括无金属、无外加化学氧化剂条件,以及易于获得的底物。

相似文献

1
Electrochemical Selenylative Carbannulation of Biaryl Ynones to Seleno-Dibenzocycloheptenones/Spiro[5.5]Trienones.电化学硒叶立德芳基炔酮的碳环化反应合成硒代二苯并环庚烯酮/螺[5.5]十一烯酮
J Org Chem. 2021 Dec 3;86(23):17071-17081. doi: 10.1021/acs.joc.1c02182. Epub 2021 Nov 22.
2
Synthesis of Seleno-Dibenzocycloheptenones/Spiro[5.5]Trienones by Radical Cyclization of Biaryl Ynones.通过联芳基炔酮的自由基环化反应合成硒代二苯并环庚烯酮/螺[5.5]三烯酮。
J Org Chem. 2022 Mar 18;87(6):4273-4283. doi: 10.1021/acs.joc.1c03112. Epub 2022 Mar 4.
3
Visible Light Promoted Brominative Dearomatization of Biaryl Ynones to Spirocycles.可见光促进联芳基炔酮的溴化脱芳构化反应合成螺环化合物
J Org Chem. 2023 Aug 4;88(15):10925-10945. doi: 10.1021/acs.joc.3c00941. Epub 2023 Jul 17.
4
Visible light-induced selenylative spirocyclization of biaryl ynones toward the formation of selenated spiro[5.5]trienones.可见光诱导联苯炔酮的硒叶立德环化反应生成硒代螺[5.5]十一烯酮。
Org Biomol Chem. 2022 Jul 27;20(29):5779-5783. doi: 10.1039/d2ob01006b.
5
Access to Diverse Seleno-spirocyclohexadienones via Ag(II)-Catalyzed Selenylative -Annulation with Se and Boronic Acids.通过银(II)催化硒与硼酸的硒基环化反应合成多种硒代螺环己二烯酮
ACS Omega. 2022 Oct 10;7(42):38045-38052. doi: 10.1021/acsomega.2c05394. eCollection 2022 Oct 25.
6
Copper(II)-catalyzed oxidative -annulation of -arylpropiolamides and biaryl ynones with 1,3-diketones: construction of diketoalkyl spiro-trienones.铜(II)催化 -芳基丙二酰胺和联芳基炔酮与 1,3-二酮的氧化 -环化反应:二酮基螺三烯酮的构建。
Org Biomol Chem. 2022 Aug 31;20(34):6879-6889. doi: 10.1039/d2ob01282k.
7
Iron-Catalyzed Dearomatization of Biaryl Ynones with Aldehydes via Double C-H Functionalization in Eco-Benign Solvents: Highly Atom-Economical Synthesis of Acylated Spiro[5.5]trienones.铁催化的芳基二酮与醛的双 C-H 功能化去芳构化反应在环境友好溶剂中的研究:酰化螺[5.5]十一烷酮的高原子经济性合成。
J Org Chem. 2021 Nov 5;86(21):15263-15275. doi: 10.1021/acs.joc.1c01870. Epub 2021 Oct 13.
8
Intramolecular ipso-halocyclization of 4-(p-unsubstituted-aryl)-1-alkynes leading to spiro[4,5]trienones: scope, application, and mechanistic investigations.4-(对未取代芳基)-1-炔烃的分子内反环卤化反应生成螺[4,5]三烯酮:范围、应用和机理研究。
J Org Chem. 2012 Mar 16;77(6):2837-49. doi: 10.1021/jo300037n. Epub 2012 Mar 7.
9
Electrochemical Arene Radical Cation Promoted Spirocyclization of Biaryl Ynones: Access to Alkoxylated Spiro[5,5]trienones.电化学芳基自由基阳离子促进的联芳基炔酮螺环化反应:通向烷氧基化螺[5,5]三烯酮的途径。
Org Lett. 2023 Dec 29;25(51):9158-9163. doi: 10.1021/acs.orglett.3c03678. Epub 2023 Dec 15.
10
Synthesis of Difluoromethylated and Phosphorated Spiro[5.5]trienones via Dearomative Spirocyclization of Biaryl Ynones.通过芳基联烯酮的去芳构化螺环化反应合成二氟甲基化和膦化螺[5.5]十一烯酮。
Org Lett. 2018 May 18;20(10):2988-2992. doi: 10.1021/acs.orglett.8b01027. Epub 2018 May 8.

引用本文的文献

1
Unified approach to synthesize diverse heterocyclics: a metal-free visible-light-promoted cyclization reaction to acquire sulfonylated spiro-trienones, coumarins and their derivatives.合成多种杂环化合物的统一方法:一种无金属可见光促进的环化反应,用于制备磺酰化螺三烯酮、香豆素及其衍生物。
RSC Adv. 2025 Jul 8;15(29):23633-23642. doi: 10.1039/d5ra03553h. eCollection 2025 Jul 4.
2
Access to Diverse Seleno-spirocyclohexadienones via Ag(II)-Catalyzed Selenylative -Annulation with Se and Boronic Acids.通过银(II)催化硒与硼酸的硒基环化反应合成多种硒代螺环己二烯酮
ACS Omega. 2022 Oct 10;7(42):38045-38052. doi: 10.1021/acsomega.2c05394. eCollection 2022 Oct 25.