• 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

在无金属条件下,以硫粉为硫源,布朗斯特酸促进噻唑的合成。

Brønsted acid-promoted thiazole synthesis under metal-free conditions using sulfur powder as the sulfur source.

作者信息

Ni Penghui, Tan Jing, Li Rong, Huang Huawen, Zhang Feng, Deng Guo-Jun

机构信息

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University Xiangtan 411105 China

College of Science, Hunan Agricultural University Changsha 410128 China

出版信息

RSC Adv. 2020 Jan 23;10(7):3931-3935. doi: 10.1039/c9ra09656f. eCollection 2020 Jan 22.

DOI:10.1039/c9ra09656f
PMID:35492663
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9048575/
Abstract

A Brønsted acid-promoted sulfuration/annulation reaction for the one-pot synthesis of bis-substituted thiazoles from benzylamines, acetophenones, and sulfur powder has been developed. One C-N bond and multi C-S bonds were selectively formed in one pot. The choice of the Brønsted acid was the key to the high efficiency of this transformation under metal-free conditions.

摘要

已开发出一种布朗斯特酸促进的硫化/环化反应,用于从苄胺、苯乙酮和硫粉一锅法合成双取代噻唑。在一锅中选择性地形成了一个C-N键和多个C-S键。布朗斯特酸的选择是在无金属条件下实现这种高效转化的关键。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/380130a967bb/c9ra09656f-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/b02f8dc93980/c9ra09656f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/16834b82d0f3/c9ra09656f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/dd63bc8e61f5/c9ra09656f-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/380130a967bb/c9ra09656f-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/b02f8dc93980/c9ra09656f-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/16834b82d0f3/c9ra09656f-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/dd63bc8e61f5/c9ra09656f-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/098f/9048575/380130a967bb/c9ra09656f-s3.jpg

相似文献

1
Brønsted acid-promoted thiazole synthesis under metal-free conditions using sulfur powder as the sulfur source.在无金属条件下,以硫粉为硫源,布朗斯特酸促进噻唑的合成。
RSC Adv. 2020 Jan 23;10(7):3931-3935. doi: 10.1039/c9ra09656f. eCollection 2020 Jan 22.
2
Brønsted acid-promoted ring-opening and annulation of thioamides and 2-azirines to synthesize 2,4,5-trisubstituted thiazoles.布朗斯特酸促进的硫酰胺和氮丙啶的开环和环化反应合成 2,4,5-三取代噻唑。
Org Biomol Chem. 2023 Jul 12;21(27):5532-5536. doi: 10.1039/d3ob00245d.
3
Cu-Catalyzed Aerobic Oxidative Sulfuration/Annulation Approach to Thiazoles via Multiple Csp-H Bond Cleavage.铜催化有氧氧化硫化/环化构建噻唑:通过多重 Csp-H 键断裂。
Org Lett. 2018 May 4;20(9):2632-2636. doi: 10.1021/acs.orglett.8b00840. Epub 2018 Apr 16.
4
Brønsted Acid-Promoted One-Pot Synthesis of Chrysene Derivatives via Isochromenylium Intermediate Formed in Situ.布朗斯特酸促进通过原位形成的异苯并呋喃鎓中间体一锅法合成屈衍生物。
J Org Chem. 2015 Aug 7;80(15):7635-41. doi: 10.1021/acs.joc.5b01219. Epub 2015 Jul 24.
5
Iron-Promoted Three-Component 2-Substituted Benzothiazole Formation via Nitroarene ortho-C-H Sulfuration with Elemental Sulfur.铁促进的通过硝基芳烃邻位C-H与元素硫硫化反应形成2-取代苯并噻唑的三组分反应
J Org Chem. 2019 Feb 1;84(3):1238-1246. doi: 10.1021/acs.joc.8b02619. Epub 2019 Jan 11.
6
Metal-Free Dehydrogenative Double C-H Sulfuration To Access Thieno[2,3-]indoles Using Elemental Sulfur.使用元素硫通过无金属脱氢双C-H硫化反应合成噻吩并[2,3-b]吲哚
J Org Chem. 2019 Oct 18;84(20):12946-12959. doi: 10.1021/acs.joc.9b01586. Epub 2019 Aug 21.
7
Synthesis of Highly Substituted Biaryls by the Construction of a Benzene Ring via Formed Acetals.通过形成的缩醛构建苯环合成高度取代的联芳基化合物。
J Org Chem. 2021 Sep 3;86(17):11871-11883. doi: 10.1021/acs.joc.1c01277. Epub 2021 Aug 23.
8
Double C-S bond formation via C-H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur.通过C-H键官能化形成双C-S键:由N-取代芳胺和元素硫合成苯并噻唑和萘并[2,1-d]噻唑
Chem Commun (Camb). 2017 Oct 31;53(87):11917-11920. doi: 10.1039/c7cc07366f.
9
Intramolecular sulfur transfer in N-enoyl oxazolidine-2-thiones promoted by Brønsted acids. Practical asymmetric synthesis of beta-mercapto carboxylic acids and mechanistic insights.布朗斯特酸促进的N-烯丙基恶唑烷-2-硫酮中的分子内硫转移。β-巯基羧酸的实用不对称合成及机理见解。
J Am Chem Soc. 2006 Nov 29;128(47):15236-47. doi: 10.1021/ja0654027.
10
Brønsted acid-mediated thiazole synthesis from sulfoxonium ylides.布朗斯特酸介导的由氧化锍叶立德合成噻唑。
Chem Commun (Camb). 2024 Oct 22;60(85):12401-12404. doi: 10.1039/d4cc03905j.

本文引用的文献

1
Metal-Free Dehydrogenative Double C-H Sulfuration To Access Thieno[2,3-]indoles Using Elemental Sulfur.使用元素硫通过无金属脱氢双C-H硫化反应合成噻吩并[2,3-b]吲哚
J Org Chem. 2019 Oct 18;84(20):12946-12959. doi: 10.1021/acs.joc.9b01586. Epub 2019 Aug 21.
2
Efficacy of meloxicam in a pain model in sheep.美洛昔康在绵羊疼痛模型中的疗效。
Aust Vet J. 2019 Jan;97(1-2):23-32. doi: 10.1111/avj.12779.
3
Review of principles governing dog health education in remote Aboriginal communities.偏远原住民社区犬类健康教育指导原则综述。
Aust Vet J. 2019 Jan;97(1-2):4-9. doi: 10.1111/avj.12776.
4
Sulfite-Promoted Synthesis of N-Difluoromethylthioureas via the Reaction of Azoles with Bromodifluoroacetate and Elemental Sulfur.通过唑类与溴二氟乙酸酯和单质硫反应,亚硫酸盐促进合成N-二氟甲基硫脲
Org Lett. 2019 Jan 18;21(2):545-548. doi: 10.1021/acs.orglett.8b03876. Epub 2018 Dec 31.
5
Thiophene-Fused Heteroaromatic Systems Enabled by Internal Oxidant-Induced Cascade Bis-Heteroannulation.噻吩稠合杂芳烃体系的内氧化剂诱导的串联双杂芳环化构建。
Org Lett. 2018 Aug 17;20(16):4917-4920. doi: 10.1021/acs.orglett.8b02049. Epub 2018 Aug 6.
6
Cu-Catalyzed Aerobic Oxidative Sulfuration/Annulation Approach to Thiazoles via Multiple Csp-H Bond Cleavage.铜催化有氧氧化硫化/环化构建噻唑:通过多重 Csp-H 键断裂。
Org Lett. 2018 May 4;20(9):2632-2636. doi: 10.1021/acs.orglett.8b00840. Epub 2018 Apr 16.
7
Double C-S bond formation via C-H bond functionalization: synthesis of benzothiazoles and naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur.通过C-H键官能化形成双C-S键:由N-取代芳胺和元素硫合成苯并噻唑和萘并[2,1-d]噻唑
Chem Commun (Camb). 2017 Oct 31;53(87):11917-11920. doi: 10.1039/c7cc07366f.
8
Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions.无金属条件下通过三组分氧化环化反应构建 2-芳基苯并噻唑。
Org Lett. 2017 Sep 1;19(17):4576-4579. doi: 10.1021/acs.orglett.7b02168. Epub 2017 Aug 17.
9
Oxidative dual C-H thiolation of imidazopyridines with ethers or alkanes using elemental sulphur.使用元素硫实现咪唑并吡啶与醚或烷烃的氧化双C-H硫醇化反应。
Chem Commun (Camb). 2017 Jul 6;53(55):7784-7787. doi: 10.1039/c7cc03940a.
10
The chemistry and biological activity of heterocycle-fused quinolinone derivatives: A review.杂环稠合喹啉酮衍生物的化学和生物活性:综述。
Eur J Med Chem. 2015 Jun 5;97:397-408. doi: 10.1016/j.ejmech.2014.12.004. Epub 2014 Dec 10.