• 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

Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE).

作者信息

Osipyan Angelina, Sapegin Alexander, Novikov Alexander S, Krasavin Mikhail

机构信息

Saint Petersburg State University , Saint Petersburg 199034 , Russian Federation.

出版信息

J Org Chem. 2018 Sep 7;83(17):9707-9717. doi: 10.1021/acs.joc.8b01210. Epub 2018 Aug 22.

DOI:10.1021/acs.joc.8b01210
PMID:30101583
Abstract

The hydrolytic imidazoline ring expansion (HIRE) methodology was extended to readily available tetracyclic [1,4]thiazepines as well as sulfoxide and sulfone analogs thereof. The reactions resulted in the facile formation of a rare medium-sized [1,4,7]thiazecine ring system that has an emerging utility in bioactive compound design. Comparing the HIRE rates for representative compounds in the three groups of substrates allowed drawing some generalizations about the substituent effects on the course of the reaction.

摘要

相似文献

1
Rare Medium-Sized Rings Prepared via Hydrolytic Imidazoline Ring Expansion (HIRE).
J Org Chem. 2018 Sep 7;83(17):9707-9717. doi: 10.1021/acs.joc.8b01210. Epub 2018 Aug 22.
2
Rethinking Hydrolytic Imidazoline Ring Expansion: A Common Approach to the Preparation of Medium-Sized Rings via Side-Chain Insertion into [1.4]Oxa- and [1.4]Thiazepinone Scaffolds.重新思考水解咪唑啉环扩张：通过侧链插入[1.4]恶唑烷酮和[1.4]噻唑烷酮支架制备中环的常见方法。
J Org Chem. 2019 Feb 15;84(4):1693-1705. doi: 10.1021/acs.joc.8b02805. Epub 2018 Dec 24.
3
Structurally diverse arene-fused ten-membered lactams accessed via hydrolytic imidazoline ring expansion.通过水解咪唑啉环扩张获得结构多样的芳基稠合十元内酰胺。
Org Biomol Chem. 2017 Apr 5;15(14):2906-2909. doi: 10.1039/c7ob00535k.
4
Sulfur Oxidation Increases the Rate of HIRE-Type [1.4]Thiazepinone Ring Expansion and Influences the Conformation of a Medium-Sized Heterocyclic Scaffold.硫氧化增加 HIRE 型 [1.4]噻嗪酮环扩展的速度，并影响中型杂环支架的构象。
J Org Chem. 2021 Apr 16;86(8):5778-5791. doi: 10.1021/acs.joc.1c00236. Epub 2021 Apr 7.
5
Cascade ring expansion reactions for the synthesis of medium-sized rings and macrocycles.用于合成中环和大环的级联扩环反应。
Chem Commun (Camb). 2024 May 7;60(38):4999-5009. doi: 10.1039/d4cc01303d.
6
Ring-Expansion Reactions in the Synthesis of Macrocycles and Medium-Sized Rings.大环和中环合成中的扩环反应
Chemistry. 2017 Jul 3;23(37):8780-8799. doi: 10.1002/chem.201700467. Epub 2017 Apr 27.
7
Medium-Sized Ring Expansion Strategies: Enhancing Small-Molecule Library Development.中等环扩张策略：增强小分子文库的开发。
Molecules. 2024 Mar 31;29(7):1562. doi: 10.3390/molecules29071562.
8
Internal Nucleophilic Catalyst Mediated Cyclisation/Ring Expansion Cascades for the Synthesis of Medium-Sized Lactones and Lactams.内亲核催化剂介导的环化/环扩张级联反应合成中到大环内酯和内酰胺。
Angew Chem Int Ed Engl. 2019 Sep 23;58(39):13942-13947. doi: 10.1002/anie.201907206. Epub 2019 Aug 13.
9
Selective C-O Bond Forming Reactions at Indole-C2-Position toward Polycyclic Indolone or Indolinone Derivatives Tethered with Medium-Sized Rings.吲哚-C2位选择性碳-氧键形成反应合成与中环相连的多环吲哚酮或吲哚啉酮衍生物
Org Lett. 2022 Sep 2;24(34):6272-6276. doi: 10.1021/acs.orglett.2c02398. Epub 2022 Aug 18.
10
A happy medium: the synthesis of medicinally important medium-sized rings ring expansion.恰到好处：具有药用价值的中等大小环的合成——环扩展
Chem Sci. 2020 Mar 2;11(11):2876-2881. doi: 10.1039/d0sc00568a.

引用本文的文献

1
-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones.亚硝酸丁酯引发的自由基腈氧化环加成反应：异恶唑/异恶唑啉稠合苯并6/7/8元氧杂环酮的合成
Molecules. 2024 Mar 7;29(6):1202. doi: 10.3390/molecules29061202.
2
A Lewis Acid-Promoted Michael Addition and Ring-Expansion Cascade for the Construction of Nitrogen-Containing Medium-Sized Rings.Lewis 酸促进的迈克尔加成和环扩张级联反应构建含氮中环。
Molecules. 2023 Feb 8;28(4):1650. doi: 10.3390/molecules28041650.
3
Synthesis of medium-ring lactams and macrocyclic peptide mimetics conjugate addition/ring expansion cascade reactions.
中环内酰胺和大环肽模拟物的合成：共轭加成/环扩展级联反应。
RSC Chem Biol. 2022 Feb 9;3(3):334-340. doi: 10.1039/d1cb00245g. eCollection 2022 Mar 9.
4
Hydantoin-bridged medium ring scaffolds by migratory insertion of urea-tethered nitrile anions into aromatic C-N bonds.通过将尿素连接的腈阴离子迁移插入芳族C-N键形成的乙内酰脲桥连中环支架。
Chem Sci. 2020 Dec 14;12(6):2091-2096. doi: 10.1039/d0sc06188c.
5
A happy medium: the synthesis of medicinally important medium-sized rings ring expansion.恰到好处：具有药用价值的中等大小环的合成——环扩展
Chem Sci. 2020 Mar 2;11(11):2876-2881. doi: 10.1039/d0sc00568a.
6
Evaluating the Viability of Successive Ring-Expansions Based on Amino Acid and Hydroxyacid Side-Chain Insertion.基于氨基酸和羟基酸侧链插入的连续环扩张可行性评估。
Chemistry. 2020 Oct 1;26(55):12674-12683. doi: 10.1002/chem.202002164. Epub 2020 Sep 11.