Suppr超能文献

顺序多组分组装过程/霍夫曼环加成策略在 1,2,3-三唑并[4,5-b] 苯并二氮杂䓬文库制备中的应用。

Application of a sequential multicomponent assembly process/huisgen cycloaddition strategy to the preparation of libraries of 1,2,3-triazole-fused 1,4-benzodiazepines.

机构信息

Department of Chemistry and Biochemistry, The Texas Institute for Drug and Diagnostic Development, The University of Texas, Austin, 78712, United States.

出版信息

ACS Comb Sci. 2012 Feb 13;14(2):135-43. doi: 10.1021/co2002087. Epub 2012 Feb 1.

Abstract

A strategy featuring a multicomponent assembly process followed by an intramolecular azide-alkyne dipolar (Huisgen) cycloaddition was implemented for the facile synthesis of three different 1,2,3-triazolo-1,4-benzodiazepine scaffolds. A diverse library of 170 compounds derived from these scaffolds was then created through N-functionalizations, palladium-catalyzed cross-coupling reactions, and several applications of α-aminonitrile chemistry.

摘要

采用多组分组装反应,然后进行分子内叠氮-炔二极(Huisgen)环加成反应,实现了三种不同的 1,2,3-三唑并-1,4-苯并二氮杂䓬骨架的简便合成。通过 N-官能化、钯催化交叉偶联反应以及α-氨基腈化学的几种应用,从这些骨架中衍生出了 170 种不同的化合物库。

相似文献

2
Synthesis and diversification of 1,2,3-triazole-fused 1,4-benzodiazepine scaffolds.
Org Lett. 2011 Mar 4;13(5):852-5. doi: 10.1021/ol1028404. Epub 2011 Jan 28.
3
One-pot, two-step cascade synthesis of quinazolinotriazolobenzodiazepines.
Org Lett. 2012 Jul 20;14(14):3732-5. doi: 10.1021/ol301592z. Epub 2012 Jun 29.
4
Facile one-pot assembly of imidazotriazolobenzodiazepines via indium(III)-catalyzed multicomponent reactions.
Org Lett. 2013 Sep 6;15(17):4492-5. doi: 10.1021/ol402045h. Epub 2013 Aug 20.
6
A concise route to triazolobenzodiazepine derivatives via a one-pot alkyne-azide cycloaddition reaction.
Bioorg Med Chem Lett. 2002 Jul 22;12(14):1881-4. doi: 10.1016/s0960-894x(02)00262-7.
8
A concomitant allylic azide rearrangement/intramolecular azide-alkyne cycloaddition sequence.
Org Lett. 2014 Apr 4;16(7):1844-7. doi: 10.1021/ol500011f. Epub 2014 Mar 17.
10
C-H bond functionalization in the synthesis of fused 1,2,3-triazoles.
Org Lett. 2010 Nov 19;12(22):5092-5. doi: 10.1021/ol102342y. Epub 2010 Oct 14.

引用本文的文献

3
Design, Synthesis, and Evaluation of Novel Anti-Trypanosomal Compounds.
Tetrahedron. 2020 Apr 17;76(16). doi: 10.1016/j.tet.2020.131086. Epub 2020 Mar 3.
6
Natural Products and Their Mimics as Targets of Opportunity for Discovery.
J Org Chem. 2017 Oct 20;82(20):10757-10794. doi: 10.1021/acs.joc.7b01368. Epub 2017 Sep 15.
7
Norbenzomorphan Framework as a Novel Scaffold for Generating Sigma 2 Receptor/PGRMC1 Subtype-Selective Ligands.
ChemMedChem. 2016 Mar 17;11(6):556-61. doi: 10.1002/cmdc.201500551. Epub 2016 Feb 24.
8
Applications of Ring Closing Metathesis. Total Synthesis of (±)-Pseudotabersonine.
Tetrahedron. 2015 Sep 30;71(39):7323-7331. doi: 10.1016/j.tet.2015.04.082.

本文引用的文献

3
Multicomponent assembly strategies for the synthesis of diverse tetrahydroisoquinoline scaffolds.
Org Lett. 2011 Sep 2;13(17):4542-5. doi: 10.1021/ol201739u. Epub 2011 Aug 11.
4
Multicomponent assembly and diversification of novel heterocyclic scaffolds derived from 2-arylpiperidines.
Org Lett. 2011 Jun 17;13(12):3102-5. doi: 10.1021/ol201010s. Epub 2011 May 20.
5
Facile and unified approach to skeletally diverse, privileged scaffolds.
Org Lett. 2011 May 20;13(10):2590-3. doi: 10.1021/ol200709h. Epub 2011 Apr 22.
6
Synthesis and diversification of 1,2,3-triazole-fused 1,4-benzodiazepine scaffolds.
Org Lett. 2011 Mar 4;13(5):852-5. doi: 10.1021/ol1028404. Epub 2011 Jan 28.
9
Privileged scaffolds for library design and drug discovery.
Curr Opin Chem Biol. 2010 Jun;14(3):347-61. doi: 10.1016/j.cbpa.2010.02.018. Epub 2010 Mar 18.
10
Click chemistry based rapid one-pot synthesis and evaluation for protease inhibition of new tetracyclic triazole fused benzodiazepine derivatives.
Bioorg Med Chem Lett. 2009 Sep 1;19(17):5241-5. doi: 10.1016/j.bmcl.2009.06.107. Epub 2009 Jul 21.

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验