• 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

β-酮砜的合成及应用新进展:β-酮硫砜合成的新前景。

Recent advances in the synthesis and applications of β-keto sulfones: new prospects for the synthesis of β-keto thiosulfones.

机构信息

Department of Chemistry, University College of Science, Osmania University, Hyderabad 500 007, India.

出版信息

Org Biomol Chem. 2021 Apr 14;19(14):3087-3118. doi: 10.1039/d1ob00111f. Epub 2021 Mar 24.

DOI:10.1039/d1ob00111f
PMID:33885563
Abstract

This review mainly focuses on recent developments in the preparation of β-keto sulfones and their extensive synthetic applications. New prospects for the synthesis of β-keto thiosulfones have also been highlighted. Over the last decade, there has been exponential growth in the direct construction of β-keto sulfones using a wide variety of keto and sulfonyl precursors. Of note, the most promising photoredox transformations and electrochemical synthesis methods of β-keto sulfones are also presented. Moreover, β-keto sulfones are versatile building blocks in organic synthesis due to their three essential functional groups: sulfonyl, carbonyl, and active methylene moieties. The convenient preparation of β-keto sulfones allows the synthesis of many valuable carbocyclic and heterocyclic compounds, and the effortless removal of the sulfonyl moiety via transformations is supported. The chemistry of β-keto sulfones (2013 to present) can be divided into several sections based on the sulfonyl surrogates, and ubiquitous synthetic strategies were systematically outlined.

摘要

这篇综述主要关注 β-酮亚砜的制备及其广泛的合成应用的最新进展。还强调了β-酮硫砜合成的新前景。在过去的十年中,使用各种酮和砜基前体直接构建β-酮亚砜的方法得到了快速发展。值得注意的是,还介绍了最有前途的光氧化还原转化和β-酮亚砜的电化学合成方法。此外,由于β-酮亚砜具有三个重要的官能团:砜基、羰基和活泼亚甲基,因此它是有机合成中的多功能构建块。β-酮亚砜的方便制备允许合成许多有价值的碳环和杂环化合物,并且通过转化可以轻松去除砜基部分。β-酮亚砜的化学(2013 年至今)可以根据砜基取代基分为几个部分,并系统地概述了普遍存在的合成策略。

相似文献

1
Recent advances in the synthesis and applications of β-keto sulfones: new prospects for the synthesis of β-keto thiosulfones.β-酮砜的合成及应用新进展:β-酮硫砜合成的新前景。
Org Biomol Chem. 2021 Apr 14;19(14):3087-3118. doi: 10.1039/d1ob00111f. Epub 2021 Mar 24.
2
Recent trends in the synthesis and applications of β-iodovinyl sulfones: a decade of progress.β-碘代乙烯基砜的合成与应用的最新趋势:十年进展
Org Biomol Chem. 2024 Mar 27;22(13):2492-2509. doi: 10.1039/d3ob01980b.
3
Synthesis and applications of sodium sulfinates (RSONa): a powerful building block for the synthesis of organosulfur compounds.亚磺酸钠(RSONa)的合成与应用:一种用于有机硫化合物合成的强大基石。
RSC Adv. 2021 Mar 1;11(16):9130-9221. doi: 10.1039/d0ra09759d.
4
Electrochemical Oxo-Fluorosulfonylation of Alkynes under Air: Facile Access to β-Keto Sulfonyl Fluorides.电化学炔烃的空气氧化-氟磺酰化反应:β-酮磺酰氟的简便合成方法。
Angew Chem Int Ed Engl. 2021 Dec 20;60(52):27271-27276. doi: 10.1002/anie.202112118. Epub 2021 Nov 18.
5
Metal-free hydrosulfonylation of α,β-unsaturated ketones: synthesis and application of γ-keto sulfones.α,β-不饱和酮的无金属氢磺酰化反应:γ-酮砜的合成与应用
RSC Adv. 2022 Dec 13;12(55):35649-35654. doi: 10.1039/d2ra06784f. eCollection 2022 Dec 12.
6
Radicals and Sulfur Dioxide: A Versatile Combination for the Construction of Sulfonyl-Containing Molecules.自由基和二氧化硫:构建含砜基分子的多功能组合。
Chemistry. 2018 Aug 14;24(46):11852-11863. doi: 10.1002/chem.201705470. Epub 2018 Mar 13.
7
Bifunctionalization of α-Bromophenone: An Access to Functionalized β-Keto Thiosulfones.
J Org Chem. 2024 Oct 4;89(19):14255-14264. doi: 10.1021/acs.joc.4c01681. Epub 2024 Sep 12.
8
Recent Advances in the Electrochemical Synthesis of Organosulfur Compounds.有机硫化合物电化学合成的最新进展。
Chem Rec. 2021 Sep;21(9):2526-2537. doi: 10.1002/tcr.202100064. Epub 2021 May 7.
9
Recent Advances of Sulfonylation Reactions in Water.水相中的磺酰化反应研究进展。
Curr Org Synth. 2020;17(4):271-281. doi: 10.2174/1570179417666200316124107.
10
Asymmetric organocatalytic formal alkynylation and alkenylation of alpha,beta-unsaturated aldehydes.α,β-不饱和醛的不对称有机催化形式炔基化和烯基化反应
J Am Chem Soc. 2009 Aug 5;131(30):10581-6. doi: 10.1021/ja903920j.

引用本文的文献

1
Oxysulfonylation of Alkynes with Sodium Sulfinates to Access β-Keto Sulfones Catalyzed by BF·OEt.在BF·OEt催化下,炔烃与亚磺酸钠进行氧磺酰化反应以制备β-酮砜。
Molecules. 2024 Jul 28;29(15):3559. doi: 10.3390/molecules29153559.
2
Efficient Functionalization of Organosulfones via Photoredox Catalysis: Direct Incorporation of -Carbonyl Alkyl Side Chains into -Allyl--Ketosulfones.通过光氧化还原催化实现有机砜的高效官能团化:将 - 羰基烷基侧链直接引入 - 烯丙基 - - 酮砜中。
Molecules. 2024 Apr 25;29(9):1971. doi: 10.3390/molecules29091971.
3
Metal-free synthesis of γ-ketosulfones through Brønsted acid-promoted conjugate addition of sulfinamides.
通过布朗斯特酸促进的亚磺酰胺共轭加成实现γ-酮砜的无金属合成。
RSC Adv. 2024 Feb 5;14(7):4623-4631. doi: 10.1039/d3ra08675e. eCollection 2024 Jan 31.
4
The Application of Sulfonyl Hydrazides in Electrosynthesis: A Review of Recent Studies.磺酰肼在电合成中的应用:近期研究综述
ACS Omega. 2022 Oct 27;7(44):39531-39561. doi: 10.1021/acsomega.2c04205. eCollection 2022 Nov 8.
5
Chemoenzymatic Oxosulfonylation-Bioreduction Sequence for the Stereoselective Synthesis of β-Hydroxy Sulfones.酶促氧化砜化-生物还原序列用于β-羟基砜的立体选择性合成。
ChemSusChem. 2022 May 6;15(9):e202101313. doi: 10.1002/cssc.202101313. Epub 2021 Aug 19.