• 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

- 亚磺酰基琥珀酰亚胺/邻苯二甲酰亚胺:有机转化中的一种替代亚磺酰化试剂。

-Sulfenylsuccinimide/phthalimide: an alternative sulfenylating reagent in organic transformations.

作者信息

Doraghi Fatemeh, Aledavoud Seyedeh Pegah, Ghanbarlou Mehdi, Larijani Bagher, Mahdavi Mohammad

机构信息

Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran.

出版信息

Beilstein J Org Chem. 2023 Sep 27;19:1471-1502. doi: 10.3762/bjoc.19.106. eCollection 2023.

DOI:10.3762/bjoc.19.106
PMID:37799175
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10548256/
Abstract

In the field of organosulfur chemistry, sulfenylating agents are an important key in C-S bond formation strategies. Among various organosulfur precursors, -sulfenylsuccinimide/phthalimide derivatives have shown highly electrophilic reactivity for the asymmetric synthesis of many organic compounds. Hence, in this review article, we focus on the application of these alternative sulfenylating reagents in organic transformations.

摘要

在有机硫化学领域,亚磺酰化试剂是形成碳 - 硫键策略中的重要关键。在各种有机硫前体中,α - 亚磺酰琥珀酰亚胺/邻苯二甲酰亚胺衍生物在许多有机化合物的不对称合成中表现出高亲电反应性。因此,在这篇综述文章中,我们重点关注这些替代亚磺酰化试剂在有机转化中的应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/c74a1e4eb982/Beilstein_J_Org_Chem-19-1471-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/6b544ce4b516/Beilstein_J_Org_Chem-19-1471-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/7fff469d61ac/Beilstein_J_Org_Chem-19-1471-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/fe96ef798032/Beilstein_J_Org_Chem-19-1471-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/fe40010c7574/Beilstein_J_Org_Chem-19-1471-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/06eeec3b4e65/Beilstein_J_Org_Chem-19-1471-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/3fc21967c11c/Beilstein_J_Org_Chem-19-1471-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/9c957f8b42a8/Beilstein_J_Org_Chem-19-1471-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/44c94529fc84/Beilstein_J_Org_Chem-19-1471-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/0fb95d8e8ed3/Beilstein_J_Org_Chem-19-1471-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/b364f8f12b29/Beilstein_J_Org_Chem-19-1471-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/853ee85d9a9a/Beilstein_J_Org_Chem-19-1471-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/b91931478197/Beilstein_J_Org_Chem-19-1471-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/99e0bdddebf5/Beilstein_J_Org_Chem-19-1471-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/4854412c3e47/Beilstein_J_Org_Chem-19-1471-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/1a6c7510a39d/Beilstein_J_Org_Chem-19-1471-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/00d87bee2f6c/Beilstein_J_Org_Chem-19-1471-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/7a3a3a017bb0/Beilstein_J_Org_Chem-19-1471-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/0e68324eec93/Beilstein_J_Org_Chem-19-1471-g023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/c74a1e4eb982/Beilstein_J_Org_Chem-19-1471-g024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/6b544ce4b516/Beilstein_J_Org_Chem-19-1471-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/7fff469d61ac/Beilstein_J_Org_Chem-19-1471-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/fe96ef798032/Beilstein_J_Org_Chem-19-1471-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/fe40010c7574/Beilstein_J_Org_Chem-19-1471-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/06eeec3b4e65/Beilstein_J_Org_Chem-19-1471-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/3fc21967c11c/Beilstein_J_Org_Chem-19-1471-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/9c957f8b42a8/Beilstein_J_Org_Chem-19-1471-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/44c94529fc84/Beilstein_J_Org_Chem-19-1471-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/0fb95d8e8ed3/Beilstein_J_Org_Chem-19-1471-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/b364f8f12b29/Beilstein_J_Org_Chem-19-1471-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/853ee85d9a9a/Beilstein_J_Org_Chem-19-1471-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/b91931478197/Beilstein_J_Org_Chem-19-1471-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/99e0bdddebf5/Beilstein_J_Org_Chem-19-1471-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/4854412c3e47/Beilstein_J_Org_Chem-19-1471-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/1a6c7510a39d/Beilstein_J_Org_Chem-19-1471-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/00d87bee2f6c/Beilstein_J_Org_Chem-19-1471-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/7a3a3a017bb0/Beilstein_J_Org_Chem-19-1471-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/0e68324eec93/Beilstein_J_Org_Chem-19-1471-g023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2bea/10548256/c74a1e4eb982/Beilstein_J_Org_Chem-19-1471-g024.jpg

相似文献

1
-Sulfenylsuccinimide/phthalimide: an alternative sulfenylating reagent in organic transformations.- 亚磺酰基琥珀酰亚胺/邻苯二甲酰亚胺:有机转化中的一种替代亚磺酰化试剂。
Beilstein J Org Chem. 2023 Sep 27;19:1471-1502. doi: 10.3762/bjoc.19.106. eCollection 2023.
2
-Alkynylthio Phthalimide: A Shelf-Stable Alkynylthio Transfer Reagent for the Synthesis of Alkynyl Thioethers.炔硫基邻苯二甲酰亚胺:一种用于合成炔硫醚的货架稳定的炔硫基转移试剂。
Org Lett. 2019 Aug 2;21(15):6021-6024. doi: 10.1021/acs.orglett.9b02174. Epub 2019 Jul 22.
3
Enantioselective Synthesis of Planar-Chiral Sulfur-Containing Cyclophanes by Chiral Sulfide Catalyzed Electrophilic Sulfenylation of Arenes.通过手性硫化物催化芳烃的亲电亚磺酰化反应对平面手性含硫环芳进行对映选择性合成。
Angew Chem Int Ed Engl. 2024 Mar 4;63(10):e202318625. doi: 10.1002/anie.202318625. Epub 2024 Feb 5.
4
Transition-metal mediated carbon-sulfur bond activation and transformations.过渡金属介导的碳-硫键的活化和转化。
Chem Soc Rev. 2013 Jan 21;42(2):599-621. doi: 10.1039/c2cs35323g.
5
Hypolipidemic activity of a series of N-pyridinyl and N-quinolinyl substituted derivatives of phthalimide and succinimides in rodents.一系列邻苯二甲酰亚胺和琥珀酰亚胺的N-吡啶基和N-喹啉基取代衍生物在啮齿动物中的降血脂活性
Biomed Biochim Acta. 1990;49(1):103-13.
6
Iodine(III) Reagents in Radical Chemistry.碘(III)试剂在自由基化学中的应用。
Acc Chem Res. 2017 Jul 18;50(7):1712-1724. doi: 10.1021/acs.accounts.7b00148. Epub 2017 Jun 21.
7
Catalytic Carbonylation and Carboxylation of Organosulfur Compounds via C-S Cleavage.通过 C-S 键断裂实现有机硫化合物的催化羰基化和羧基化。
Chem Asian J. 2020 Feb 17;15(4):441-449. doi: 10.1002/asia.201901644. Epub 2020 Jan 22.
8
Direct catalytic trifluoromethylthiolation of boronic acids and alkynes employing electrophilic shelf-stable N-(trifluoromethylthio)phthalimide.使用亲电稳定的 N-(三氟甲基硫代)邻苯二甲酰亚胺对硼酸和炔进行直接催化三氟甲基硫代反应。
Angew Chem Int Ed Engl. 2014 Feb 3;53(6):1650-3. doi: 10.1002/anie.201307484. Epub 2014 Jan 21.
9
Exploiting Heavier Organochalcogen Compounds in Donor-Acceptor Cyclopropane Chemistry.利用给体-受体环丙烷化学中的较重有机硫属元素化合物。
Acc Chem Res. 2021 Mar 16;54(6):1528-1541. doi: 10.1021/acs.accounts.1c00023. Epub 2021 Mar 4.
10
Glycosylation via mixed disulfide formation using glycosylthio-phthalimides and -succinimides as glycosylsulfenyl-transfer reagents.通过使用糖基硫代邻苯二甲酰亚胺和糖基琥珀酰亚胺作为糖基硫代转移试剂形成混合二硫键进行糖基化。
Carbohydr Res. 2011 Sep 6;346(12):1622-7. doi: 10.1016/j.carres.2011.04.020. Epub 2011 Apr 24.

引用本文的文献

1
Copper(II)-Catalyzed Direct C3 Chalcogenylation of Indoles.铜(II)催化吲哚的直接C3硫属化反应
Molecules. 2025 Apr 22;30(9):1870. doi: 10.3390/molecules30091870.

本文引用的文献

1
A 6--dig Thiolative Cyclization of Yne-Ynamides: Access to Thiodihydropyridin-2-ones.炔基烯酰胺的六步硫醇化环化反应:合成硫代二氢吡啶-2-酮
Org Lett. 2022 Nov 18;24(45):8289-8294. doi: 10.1021/acs.orglett.2c03225. Epub 2022 Nov 4.
2
Chiral Chalcogenide-Catalyzed Enantioselective Electrophilic Hydrothiolation of Alkenes.手性硫族化物催化的烯烃对映选择性亲电氢硫基化反应
Org Lett. 2022 Oct 7;24(39):7210-7215. doi: 10.1021/acs.orglett.2c03009. Epub 2022 Sep 26.
3
Asymmetric organocatalytic sulfenylation for the construction of a diheteroatom-bearing tetrasubstituted carbon centre.
不对称有机催化硫代反应构建含二杂原子的四取代碳中心。
Chem Commun (Camb). 2022 Aug 25;58(69):9686-9689. doi: 10.1039/d2cc03443c.
4
-Thiohydroxy Succinimide Esters (NTSEs): Versatile Reagents for Selective Acyl and Acylthio Transfer.硫代羟基琥珀酰亚胺酯(NTSEs):用于选择性酰基和酰硫基转移的多功能试剂。
Org Lett. 2022 Aug 12;24(31):5736-5740. doi: 10.1021/acs.orglett.2c02160. Epub 2022 Jul 29.
5
Catalyst-free chemoselective α-sulfenylation/β-thiolation for α,β-unsaturated carbonyl compounds.用于α,β-不饱和羰基化合物的无催化剂化学选择性α-硫醚化/β-硫醇化反应
RSC Adv. 2019 Aug 22;9(45):26419-26424. doi: 10.1039/c9ra05708k. eCollection 2019 Aug 19.
6
3,4-Bisthiolated Pyrroles: Concise Construction and Their Electronic Properties.3,4-双巯基吡咯:简洁的构建方法及其电子性质。
J Org Chem. 2022 Mar 4;87(5):2402-2409. doi: 10.1021/acs.joc.1c02269. Epub 2022 Jan 25.
7
Catalytic Electrophilic Thiocarbocyclization of Allenes.丙二烯的催化亲电硫代碳环化反应
Org Lett. 2021 Nov 19;23(22):8777-8782. doi: 10.1021/acs.orglett.1c03270. Epub 2021 Oct 28.
8
Cp*Co(III)-catalyzed C2-thiolation and C2,C3-dithiolation of substituted indoles with -(arylthio)succinimide.Cp*Co(III)催化取代吲哚与-(芳硫基)琥珀酰亚胺的C2-硫醇化反应及C2,C3-二硫醇化反应。
Chem Commun (Camb). 2021 Oct 12;57(81):10544-10547. doi: 10.1039/d1cc03760a.
9
Regioselective C-H Thioarylation of Electron-Rich Arenes by Iron(III) Triflimide Catalysis.铁(III)三氟甲磺酸催化富电子芳环的区域选择性 C-H 硫芳基化反应。
J Org Chem. 2021 Apr 16;86(8):5922-5932. doi: 10.1021/acs.joc.1c00448. Epub 2021 Mar 30.
10
3-Thiolated pyrroles/pyrrolines: controllable synthesis and usage for the construction of thiolated fluorophores.3-巯基吡咯/吡咯啉:可控合成及用于构建巯基荧光团的应用。
Chem Commun (Camb). 2021 Feb 23;57(15):1943-1946. doi: 10.1039/d0cc07988j.