亚胺甲基三氟硼酸盐与芳基氯的合成及交叉偶联反应。
Synthesis and cross-coupling reactions of imidomethyltrifluoroborates with aryl chlorides.
作者信息
Devulapally Rammohan, Fleury-Brégeot Nicolas, Molander Gary A, Seapy Dave G
机构信息
Department of Chemistry, Texas A&M University at Qatar, PO Box 23874, Doha, Qatar.
出版信息
Tetrahedron Lett. 2012 Feb 29;53(9):1051-1055. doi: 10.1016/j.tetlet.2011.12.062.
Abstract
Potassium imidomethyltrifluoroborate salts were efficiently synthesized. Potassium phthalimidomethyl-trifluoroborate was successfully used in Suzuki-Miyaura-like cross-coupling reactions with a variety of aryl chlorides.
摘要
成功高效地合成了亚氨基甲基三氟硼酸钾盐。邻苯二甲酰亚氨基甲基三氟硼酸钾已成功用于与多种芳基氯的类铃木-宫浦交叉偶联反应中。
相似文献
1
Synthesis and cross-coupling reactions of imidomethyltrifluoroborates with aryl chlorides.亚胺甲基三氟硼酸盐与芳基氯的合成及交叉偶联反应。
Tetrahedron Lett. 2012 Feb 29;53(9):1051-1055. doi: 10.1016/j.tetlet.2011.12.062.
2
Synthesis and Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl halides.Boc 保护的氨甲基三氟硼酸钾与芳基和杂芳基卤化物的合成及铃木-宫浦交叉偶联反应。
Org Lett. 2011 Aug 5;13(15):3956-9. doi: 10.1021/ol2014768. Epub 2011 Jul 6.
3
Efficient catalyst for the Suzuki-Miyaura coupling of potassium aryl trifluoroborates with aryl chlorides.用于芳基三氟硼酸钾与芳基氯进行铃木-宫浦偶联反应的高效催化剂。
Org Lett. 2004 Aug 5;6(16):2649-52. doi: 10.1021/ol0491686.
4
Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates.钯催化芳基和杂芳基三氟硼酸钾的铃木-宫浦交叉偶联反应
J Org Chem. 2003 May 30;68(11):4302-14. doi: 10.1021/jo0342368.
5
Construction of 1-Heteroaryl-3-azabicyclo[3.1.0]hexanes by sp-sp Suzuki-Miyaura and Chan-Evans-Lam Coupling Reactions of Tertiary Trifluoroborates.通过 sp-sp 铃木-宫浦和 Chan-Evans-Lam 偶联反应构建 1-杂芳基-3-氮杂双环[3.1.0]己烷的三级三氟硼酸盐。
Org Lett. 2017 May 5;19(9):2450-2453. doi: 10.1021/acs.orglett.7b01097. Epub 2017 Apr 24.
6
Tetrabutylammonium 2-pyridyltriolborate salts for Suzuki-Miyaura cross-coupling reactions with aryl chlorides.四丁基铵 2-吡啶三醇硼酸酯盐在芳基氯化物的 Suzuki-Miyaura 交叉偶联反应中的应用。
Org Lett. 2013 Sep 6;15(17):4308-11. doi: 10.1021/ol402268g. Epub 2013 Aug 16.
7
Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of enantiomerically enriched potassium β-trifluoroboratoamides with various aryl- and hetaryl chlorides.钯催化的对映体富集的钾 β-三氟硼酸盐酰胺与各种芳基和杂芳基氯化物的 Suzuki-Miyaura 交叉偶联反应。
Org Lett. 2010 Oct 1;12(19):4384-7. doi: 10.1021/ol101865e.
8
Suzuki-Miyaura cross-coupling reactions of primary alkyltrifluoroborates with aryl chlorides.伯烷基三氟硼酸盐与芳基氯化物的铃木-宫浦交叉偶联反应。
J Org Chem. 2009 May 15;74(10):3626-31. doi: 10.1021/jo900152n.
9
Synthesis of 3-aryl-1-phosphinoimidazo[1,5-]pyridine ligands for use in Suzuki-Miyaura cross-coupling reactions.用于铃木-宫浦交叉偶联反应的3-芳基-1-膦基咪唑并[1,5-]吡啶配体的合成。
RSC Adv. 2021 Aug 23;11(45):28347-28351. doi: 10.1039/d1ra05417a. eCollection 2021 Aug 16.
10
Suzuki-Miyaura cross-coupling reactions of aryl tellurides with potassium aryltrifluoroborate salts.芳基碲化物与芳基三氟硼酸钾盐的铃木-宫浦交叉偶联反应。
J Org Chem. 2006 Jan 6;71(1):244-50. doi: 10.1021/jo052061r.
引用本文的文献
1
Enantioselective Synthesis of -Benzylic Heterocycles by Ni/Photoredox Dual Catalysis.镍/光氧化还原双催化对映选择性合成 -苄基杂环
J Am Chem Soc. 2022 Nov 9;144(44):20190-20195. doi: 10.1021/jacs.2c07917. Epub 2022 Oct 26.
2
Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.光氧化还原介导的自由基共轭加成反应的最新进展：吉泽反应的扩展工具包
Angew Chem Int Ed Engl. 2021 Sep 20;60(39):21116-21149. doi: 10.1002/anie.202016666. Epub 2021 Jul 21.
3
Suzuki-Miyaura cross-coupling of potassium alkoxyethyltrifluoroborates: access to aryl/heteroarylethyloxy motifs.铃木-宫浦交叉偶联反应的钾烷氧基乙基三氟硼酸盐：芳基/杂芳基乙氧基结构的获得。
J Org Chem. 2012 Nov 16;77(22):10399-408. doi: 10.1021/jo3021665. Epub 2012 Nov 6.
4
Potassium Boc-protected secondary aminomethyltrifluoroborates: synthesis and Suzuki-Miyaura cross-coupling reactions.Boc 保护的仲氨甲基三氟硼酸盐的合成及 Suzuki-Miyaura 交叉偶联反应。
Org Lett. 2012 Sep 7;14(17):4458-61. doi: 10.1021/ol301955s. Epub 2012 Aug 29.
5
Rapid and efficient access to secondary arylmethylamines.快速高效地获得仲芳基甲胺。
Chemistry. 2012 Jul 27;18(31):9564-70. doi: 10.1002/chem.201200831. Epub 2012 Jul 5.
6
Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl mesylates.铃木-宫浦交叉偶联反应中，使用 Boc 保护的氨基甲基三氟硼酸钾与芳基和杂芳基甲磺酸酯反应。
Org Lett. 2012 Jun 15;14(12):3138-41. doi: 10.1021/ol301221p. Epub 2012 May 31.
本文引用的文献
1
Reinvestigation of aminomethyltrifluoroborates and their application in Suzuki-Miyaura cross-coupling reactions.重审查氨甲基三氟硼酸盐及其在 Suzuki-Miyaura 交叉偶联反应中的应用。
J Org Chem. 2011 Apr 15;76(8):2762-9. doi: 10.1021/jo2001066. Epub 2011 Mar 15.
2
Direct alkylation of heteroaryls using potassium alkyl- and alkoxymethyltrifluoroborates.使用钾烷基和烷氧基甲基三氟硼酸盐直接对杂芳基进行烷基化。
Org Lett. 2011 Apr 1;13(7):1852-5. doi: 10.1021/ol2003572. Epub 2011 Mar 10.
3
Synthesis and cross-coupling of sulfonamidomethyltrifluoroborates.磺酰胺甲基三氟硼酸盐的合成与交叉偶联。
Org Lett. 2011 Apr 1;13(7):1694-7. doi: 10.1021/ol200202g. Epub 2011 Mar 2.
4
Cross-coupling of mesylated phenol derivatives with potassium ammonio- and amidomethyltrifluoroborates.甲磺酸酚酯衍生物与氨甲基和酰胺甲基三氟硼酸盐的交叉偶联。
Org Lett. 2011 Mar 4;13(5):1242-5. doi: 10.1021/ol200128y. Epub 2011 Feb 4.
5
Synthesis of amidomethyltrifluoroborates and their use in cross-coupling reactions.偕胺基三氟甲硼酸盐的合成及其在交叉偶联反应中的应用。
Org Lett. 2010 Nov 5;12(21):4876-9. doi: 10.1021/ol102039c.
6
Aryl trifluoroborates in Suzuki-Miyaura coupling: the roles of endogenous aryl boronic acid and fluoride.芳基三氟硼酸盐在铃木-宫浦偶联反应中的作用：内源性芳基硼酸和氟化物的作用
Angew Chem Int Ed Engl. 2010 Jul 12;49(30):5156-60. doi: 10.1002/anie.201001522.
7
Organotrifluoroborates and monocoordinated palladium complexes as catalysts--a perfect combination for Suzuki-Miyaura coupling.三氟硼酸盐和单配位钯配合物作为催化剂——Suzuki-Miyaura 偶联的完美组合。
Angew Chem Int Ed Engl. 2009;48(49):9240-61. doi: 10.1002/anie.200904306.
8
Potassium trifluoroborate salts as convenient, stable reagents for difficult alkyl transfers.三氟硼酸钾盐作为用于困难烷基转移反应的便捷、稳定试剂。
Curr Opin Drug Discov Devel. 2009 Nov;12(6):811-23.
9
Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions employing dialkylbiaryl phosphine ligands.使用二烷基联芳基膦配体的钯催化铃木-宫浦交叉偶联反应
Acc Chem Res. 2008 Nov 18;41(11):1461-73. doi: 10.1021/ar800036s.
10
Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides.烷氧基甲基三氟硼酸钾的制备及其与芳基氯的交叉偶联反应。
Org Lett. 2008 Jun 5;10(11):2135-8. doi: 10.1021/ol800532p. Epub 2008 Apr 26.
Zotero 插件