• 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

碘促进的缺电子炔烃的立体选择性氨硫基化反应

Iodine-promoted stereoselective amidosulfenylation of electron-deficient alkynes.

作者信息

Xiao Fuhong, Wang Dahan, Yuan Shanshan, Huang Huawen, Deng Guo-Jun

机构信息

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

出版信息

RSC Adv. 2018 Jun 27;8(41):23319-23322. doi: 10.1039/c8ra04374d. eCollection 2018 Jun 21.

DOI:10.1039/c8ra04374d
PMID:35540165
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9081554/
Abstract

Iodine-promoted three-component synthesis of substituted β-amino sulfides has been developed starting from a propargyl ester, aliphatic secondary amine, and disulfide. This protocol provides a step-economic and highly regioselective entry to trisubstituted olefins with good substrate scope and functional group tolerance.

摘要

已经开发出一种碘促进的由炔丙基酯、脂肪族仲胺和二硫化物起始的取代β-氨基硫醚的三组分合成方法。该方法提供了一种步骤经济且区域选择性高的途径来合成三取代烯烃，具有良好的底物范围和官能团耐受性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/c7587d432a8f/c8ra04374d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/df0719e0eb3c/c8ra04374d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/3429ed9586ae/c8ra04374d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/c7587d432a8f/c8ra04374d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/df0719e0eb3c/c8ra04374d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/3429ed9586ae/c8ra04374d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0941/9081554/c7587d432a8f/c8ra04374d-s3.jpg

相似文献

1
Iodine-promoted stereoselective amidosulfenylation of electron-deficient alkynes.碘促进的缺电子炔烃的立体选择性氨硫基化反应
RSC Adv. 2018 Jun 27;8(41):23319-23322. doi: 10.1039/c8ra04374d. eCollection 2018 Jun 21.
2
CsCO-Promoted Hydrothiolation of Alkynes with Aryl Thioureas: Stereoselective Synthesis of ()-Vinyl Sulfides.CsCO 促进的芳基硫脲与炔烃的水硫醇化反应：（）-乙烯基硫醚的立体选择性合成。
J Org Chem. 2021 Jun 18;86(12):8457-8464. doi: 10.1021/acs.joc.1c00309. Epub 2021 Jun 8.
3
Silver(i)/base-promoted propargyl alcohol-controlled regio- or stereoselective synthesis of furan-3-carboxamides and (Z)-enaminones.银（I）/基底促进的炔丙醇控制的区域或立体选择性合成呋喃-3-甲酰胺和（Z）-烯胺酮。
Org Biomol Chem. 2018 Sep 19;16(36):6749-6759. doi: 10.1039/c8ob01791c.
4
Cationic-palladium catalyzed regio- and stereoselective syn-1,2-dicarbofunctionalization of unsymmetrical internal alkynes.阳离子钯催化的非对称内炔烃的区域和立体选择性顺式 1,2-双官能团化。
Nat Commun. 2022 Mar 16;13(1):1360. doi: 10.1038/s41467-022-28949-7.
5
A novel metal-free amidosulfenylation of alkenes leading to β-azolyl sulfides.一种新型的烯烃无金属氨磺酰化反应，生成β-唑基硫醚。
Org Biomol Chem. 2017 Jun 27;15(25):5258-5262. doi: 10.1039/c7ob01061c.
6
Thiolation of Terminal Alkynes with Thiuram Disulfide Reagents Using Water as the Hydrogen Source: Stereoselective Synthesis of ()-Vinyl Sulfides.以水为氢源，用二硫化秋兰姆试剂对末端炔烃进行硫醇化反应：（）-乙烯基硫醚的立体选择性合成
J Org Chem. 2023 Dec 15;88(24):16906-16914. doi: 10.1021/acs.joc.3c01730. Epub 2023 Nov 29.
7
Iodine-Promoted Deoxygenative Iodization/Olefination/Sulfenylation of Ketones with Sulfonyl Hydrazides: Access to β-Iodoalkenyl Sulfides.碘促进的酮的脱氧碘化/烯烃化/亚磺酰化反应与磺酰基腙：β-碘代烯基硫化物的合成。
Org Lett. 2018 Apr 6;20(7):1966-1969. doi: 10.1021/acs.orglett.8b00511. Epub 2018 Mar 14.
8
Highly Enantioselective Synthesis of Propargyl Amides through Rh-Catalyzed Asymmetric Hydroalkynylation of Enamides: Scope, Mechanism, and Origin of Selectivity.高对映选择性合成炔丙酰胺通过 Rh 催化的不对称烯酰胺氢炔基化反应：范围，机理和选择性的起源。
J Am Chem Soc. 2018 Jan 10;140(1):506-514. doi: 10.1021/jacs.7b12054. Epub 2017 Dec 19.
9
Highly efficient and diastereoselective gold(I)-catalyzed synthesis of tertiary amines from secondary amines and alkynes: substrate scope and mechanistic insights.高效和立体选择性的金（I）催化二级胺和炔烃合成叔胺：底物范围和机理见解。
Chemistry. 2011 Nov 11;17(46):12932-45. doi: 10.1002/chem.201101982. Epub 2011 Oct 20.
10
Palladium-Catalyzed Highly Chemo- and Stereoselective Bisthiolation of Terminal Alkynes with Allyl Phenyl Sulfides via C-S Bond Cleavage.钯催化通过 C-S 键断裂实现末端炔烃与烯丙基苯硫醚的高化学选择性和立体选择性双硫醚化反应。
J Org Chem. 2022 Jun 17;87(12):7895-7904. doi: 10.1021/acs.joc.2c00545. Epub 2022 Jun 6.

引用本文的文献

1
A straightforward and convenient synthesis of functionalized allyl thiosulfonates and allyl disulfanes.一种简便直接的功能化烯丙基硫代磺酸酯和烯丙基二硫醚的合成方法。
RSC Adv. 2018 Dec 4;8(70):40446-40453. doi: 10.1039/c8ra06938g. eCollection 2018 Nov 28.
2
Assessing Methodologies to Synthesize α-Sulfenylated Carbonyl Compounds by Green Chemistry Metrics.评估通过绿色化学指标合成 α-亚磺酰基羰基化合物的方法。
ChemSusChem. 2021 Feb 5;14(3):808-823. doi: 10.1002/cssc.202002409. Epub 2020 Nov 23.

本文引用的文献

1
N-Tosylhydrazones: versatile synthons in the construction of cyclic compounds.N-对甲苯磺酰腙：构建环状化合物的多功能合成子。
Chem Soc Rev. 2017 Apr 18;46(8):2306-2362. doi: 10.1039/c6cs00737f.
2
Iodine-Catalyzed Cross Dehydrogenative Coupling Reaction: Sulfenylation of Enaminones Using Dimethyl Sulfoxide as an Oxidant.碘催化的交叉脱氢偶联反应：二甲亚砜作为氧化剂的烯胺酮的磺酰化反应。
J Org Chem. 2017 Mar 17;82(6):3084-3093. doi: 10.1021/acs.joc.7b00073. Epub 2017 Mar 7.
3
Multicomponent reactions: A simple and efficient route to heterocyclic phosphonates.
多组分反应：一种合成杂环膦酸酯的简单有效途径。
Beilstein J Org Chem. 2016 Jun 21;12:1269-301. doi: 10.3762/bjoc.12.121. eCollection 2016.
4
Multicomponent syntheses of functional chromophores.多功能生色团的多组分合成。
Chem Soc Rev. 2016 May 21;45(10):2825-46. doi: 10.1039/c5cs00805k. Epub 2016 Feb 22.
5
KIO3-Catalyzed Aerobic Cross-Coupling Reactions of Enaminones and Thiophenols: Synthesis of Polyfunctionalized Alkenes by Metal-Free C-H Sulfenylation.碘酸钾催化的烯胺酮与苯硫酚的有氧交叉偶联反应：通过无金属C-H硫醚化反应合成多官能化烯烃
Org Lett. 2016 Feb 5;18(3):584-7. doi: 10.1021/acs.orglett.5b03608. Epub 2016 Jan 26.
6
Silver-mediated oxidative vinylic C-H bond sulfenylation of enamides with disulfides.银介导的氧化烯基 C-H 键与二硫化物的烯酰胺硫代反应。
Org Biomol Chem. 2014 Dec 21;12(47):9519-23. doi: 10.1039/c4ob01970a. Epub 2014 Oct 30.
7
Dithiol amino acids can structurally shape and enhance the ligand-binding properties of polypeptides.二硫氨基酸可以在结构上塑造和增强多肽的配体结合特性。
Nat Chem. 2014 Nov;6(11):1009-16. doi: 10.1038/nchem.2043. Epub 2014 Aug 31.
8
Small heterocycles in multicomponent reactions.多组分反应中的小杂环化合物。
Chem Rev. 2014 Aug 27;114(16):8323-59. doi: 10.1021/cr400615v. Epub 2014 Jul 17.
9
Iron-catalyzed tetrasubstituted alkene formation from alkynes and sodium sulfinates.铁催化炔烃与亚磺酸钠反应生成四取代烯烃
Org Biomol Chem. 2014 Aug 28;12(32):6076-9. doi: 10.1039/c4ob00816b. Epub 2014 Jul 8.
10
Recent advances in the synthesis of pyrroles by multicomponent reactions.近年来通过多组分反应合成吡咯的进展。
Chem Soc Rev. 2014 Jul 7;43(13):4633-57. doi: 10.1039/c3cs60015g.