一种使用劳森试剂将羧酸转化为硫代酸的简单方法。
A Simple Method for the Conversion of Carboxylic Acids into Thioacids with Lawesson's Reagent.
作者信息
Rao Yu, Li Xuechen, Nagorny Pavel, Hayashida Joji, Danishefsky Samuel J
机构信息
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, NY 10065, USA.
出版信息
Tetrahedron Lett. 2009 Dec 2;50(48):6684-6686. doi: 10.1016/j.tetlet.2009.09.080.
Abstract
A one-step protocol for the conversion of carboxylic acids to thioesters, using Lawesson's Reagent, has been developed.
摘要
已经开发出一种使用劳森试剂将羧酸转化为硫酯的一步法方案。
相似文献
1
A Simple Method for the Conversion of Carboxylic Acids into Thioacids with Lawesson's Reagent.一种使用劳森试剂将羧酸转化为硫代酸的简单方法。
Tetrahedron Lett. 2009 Dec 2;50(48):6684-6686. doi: 10.1016/j.tetlet.2009.09.080.
2
The hydrogen sulfide donor, Lawesson's reagent, prevents alendronate-induced gastric damage in rats.硫化氢供体劳森试剂可预防阿伦膦酸钠诱导的大鼠胃损伤。
Braz J Med Biol Res. 2013 Aug;46(8):708-14. doi: 10.1590/1414-431X20133030. Epub 2013 Aug 16.
3
A Focused Review of Synthetic Applications of Lawesson's Reagent in Organic Synthesis.劳森试剂在有机合成中的应用综述
Molecules. 2021 Nov 17;26(22):6937. doi: 10.3390/molecules26226937.
4
A chromatography-free and aqueous waste-free process for thioamide preparation with Lawesson's reagent.一种使用劳森试剂制备硫代酰胺的无色谱且无水废物产生的方法。
Beilstein J Org Chem. 2021 Apr 9;17:805-812. doi: 10.3762/bjoc.17.69. eCollection 2021.
5
Synthesis and application of a fluorous Lawesson's reagent: convenient chromatography-free product purification.含氟劳森试剂的合成与应用：便捷的无色谱产物纯化方法
Org Lett. 2006 Mar 16;8(6):1093-5. doi: 10.1021/ol0529849.
6
Hydrogen sulfide prevents ethanol-induced gastric damage in mice: role of ATP-sensitive potassium channels and capsaicin-sensitive primary afferent neurons.硫化氢可预防乙醇诱导的小鼠胃损伤：ATP敏感性钾通道和辣椒素敏感初级传入神经元的作用
J Pharmacol Exp Ther. 2009 Sep;330(3):764-70. doi: 10.1124/jpet.109.152801. Epub 2009 Jun 2.
7
Applications of Lawesson's reagent in the synthesis of naturally occurring steroids and terpenoids.劳森试剂在天然甾体和萜类化合物合成中的应用。
J Asian Nat Prod Res. 2017 Nov;19(11):1114-1123. doi: 10.1080/10286020.2017.1295229. Epub 2017 Mar 30.
8
Microwave-Assisted Synthesis of Sulfurated Heterocycles with Herbicidal Activity: Reaction of 2-Alkynylbenzoic Acids with Lawesson's Reagent.微波辅助合成具有除草活性的含硫杂环化合物：2-炔基苯甲酸与劳森试剂的反应。
Chempluschem. 2019 Jul;84(7):942-950. doi: 10.1002/cplu.201900316.
9
Synthesis of oligodeoxyribonucleoside phosphorothioates using Lawesson's reagent for the sulfur transfer step.使用劳森试剂进行硫转移步骤合成寡脱氧核糖核苷硫代磷酸酯。
Bioorg Med Chem Lett. 2002 Jun 17;12(12):1643-5. doi: 10.1016/s0960-894x(02)00233-0.
10
Facile synthesis of benzothiazoles via cascade reactions of 2-iodoanilines, acid chlorides and Lawesson's reagent.通过2-碘苯胺、酰氯和劳森试剂的级联反应简便合成苯并噻唑。
J Comb Chem. 2009 Nov-Dec;11(6):1047-9. doi: 10.1021/cc900085p.
引用本文的文献
1
Synthesis of Bis-Thioacid Derivatives of Diarylethene and Their Photochromic Properties.二芳基乙烯双硫代酸衍生物的合成及其光致变色性能
ACS Omega. 2024 Nov 18;9(48):47489-47499. doi: 10.1021/acsomega.4c05945. eCollection 2024 Dec 3.
2
Towards Symmetric Thioamides: Microwave-Aided Synthesis of Terephthalic Acid Derivatives.迈向对称硫代酰胺：微波辅助对苯二甲酸衍生物的合成。
Pharmaceuticals (Basel). 2023 Jul 9;16(7):984. doi: 10.3390/ph16070984.
3
HS Donors and Their Use in Medicinal Chemistry.HS 供体及其在药物化学中的应用。
Biomolecules. 2021 Dec 18;11(12):1899. doi: 10.3390/biom11121899.
4
A Focused Review of Synthetic Applications of Lawesson's Reagent in Organic Synthesis.劳森试剂在有机合成中的应用综述
Molecules. 2021 Nov 17;26(22):6937. doi: 10.3390/molecules26226937.
5
Trends in HS-Donors Chemistry and Their Effects in Cardiovascular Diseases.造血干细胞供体化学的趋势及其在心血管疾病中的作用
Antioxidants (Basel). 2021 Mar 11;10(3):429. doi: 10.3390/antiox10030429.
6
Biomimetic Stereoselective Sulfa-Michael Addition Leads to Platensimycin and Platencin Sulfur Analogues against Methicillin-Resistant Staphylococcus aureus.仿生立体选择性砜-迈克尔加成导致针对耐甲氧西林金黄色葡萄球菌的普他林霉素和普他林菌素硫类似物。
J Nat Prod. 2018 Feb 23;81(2):316-322. doi: 10.1021/acs.jnatprod.7b00745. Epub 2018 Feb 1.
7
The Therapeutic Potential of Migrastatin-Core Analogs for the Treatment of Metastatic Cancer.米格拉他汀核心类似物在治疗转移性癌症方面的治疗潜力。
Molecules. 2017 Feb 9;22(2):198. doi: 10.3390/molecules22020198.
8
Esterase-Sensitive Prodrugs with Tunable Release Rates and Direct Generation of Hydrogen Sulfide.具有可调释放速率和直接生成硫化氢功能的酯酶敏感前药
Angew Chem Int Ed Engl. 2016 Mar 24;55(14):4514-8. doi: 10.1002/anie.201511244. Epub 2016 Jan 28.
9
Migrastatin analogues inhibit canine mammary cancer cell migration and invasion.米格列醇类似物抑制犬乳腺癌细胞的迁移和侵袭。
PLoS One. 2013 Oct 8;8(10):e76789. doi: 10.1371/journal.pone.0076789. eCollection 2013.
10
Dihydro-3-(triphenylphosphoranylidene)-2,5-thiophendione: A Convenient Synthon for the Preparation of Substituted 1,4-Thiazepin-5-ones and Piperidinones via the Intermediacy of Thioacids.二氢-3-（三苯基磷亚基）-2,5-噻吩二酮：一种通过硫代酸中间体方便地合成取代的1,4-硫氮杂卓-5-酮和哌啶酮的合成子。
Tetrahedron. 2010 Aug 14;66(33):6383-6390. doi: 10.1016/j.tet.2010.04.002.
本文引用的文献
1
Preparation and reactions of N-thioformyl peptides from amino thioacids and isonitriles.由氨基硫代酸和异腈制备N-硫甲酰基肽及其反应
Tetrahedron Lett. 2009 May 20;50(20):2329-2333. doi: 10.1016/j.tetlet.2009.02.205.
2
Thio-mediated synthesis of derivatized N-linked glycopeptides using isonitrile chemistry.利用异腈化学通过硫介导合成衍生化的 N-连接糖肽。
Tetrahedron Lett. 2009 Aug 12;50(32):4666-4669. doi: 10.1016/j.tetlet.2009.06.005.
3
Coupling reactions of hindered isonitriles and hindered alkyl thioacids: Mechanistic studies.受阻异腈与受阻烷基硫代酸的偶联反应：机理研究。
Tetrahedron Lett. 2009 Sep 9;50(36):5152-5155. doi: 10.1016/j.tetlet.2009.06.129.
4
Reaction of thioacids with isocyanates and isothiocyanates: a convenient amide ligation process.硫代酸与异氰酸酯和异硫氰酸酯的反应：一种简便的酰胺连接方法。
Org Lett. 2009 Aug 6;11(15):3514-7. doi: 10.1021/ol901370y.
5
Thio FCMA intermediates as strong acyl donors: a general solution to the formation of complex amide bonds.硫代 FCMA 中间体作为强酰基供体：形成复杂酰胺键的通用解决方案。
J Am Chem Soc. 2009 Sep 16;131(36):12924-6. doi: 10.1021/ja906005j.
6
Toward fully synthetic homogeneous beta-human follicle-stimulating hormone (beta-hFSH) with a biantennary N-linked dodecasaccharide. synthesis of beta-hFSH with chitobiose units at the natural linkage sites.迈向具有双天线 N 连接十二糖的全合成均一性β-人卵泡刺激素（β-hFSH）。在天然连接位点合成带有壳二糖单元的β-hFSH。
J Am Chem Soc. 2009 Apr 29;131(16):5792-9. doi: 10.1021/ja809554x.
7
Epimerization-free block synthesis of peptides from thioacids and amines with the Sanger and Mukaiyama reagents.使用桑格试剂和向山试剂从硫代酸和胺类进行无差向异构化的肽段固相合成。
Angew Chem Int Ed Engl. 2009;48(13):2355-8. doi: 10.1002/anie.200805782.
8
Cyclic thioanhydrides: linchpins for multicomponent coupling reactions based on the reaction of thioacids with electron-deficient sulfonamides and azides.环状硫代酸酐：基于硫代酸与缺电子磺酰胺和叠氮化物反应的多组分偶联反应的关键物质。
Org Lett. 2007 Dec 6;9(25):5323-5. doi: 10.1021/ol702570x. Epub 2007 Nov 3.
9
Amino acid and peptide synthesis and functionalization by the reaction of thioacids with 2,4-dinitrobenzenesulfonamides.硫代酸与2,4-二硝基苯磺酰胺反应实现氨基酸和肽的合成及功能化
Org Lett. 2007 Oct 25;9(22):4423-6. doi: 10.1021/ol701583t. Epub 2007 Sep 27.
10
Use of Lawesson's reagent in organic syntheses.劳森试剂在有机合成中的应用。
Chem Rev. 2007 Nov;107(11):5210-78. doi: 10.1021/cr040650b. Epub 2007 Sep 15.
Zotero 插件