功能化芳基和杂芳基镁试剂的便捷亲电氟化反应。 - Suppr

Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents.

作者信息

Yamada Shigeyuki, Gavryushin Andrei, Knochel Paul

机构信息

Ludwig Maximilians-Universität München, Department Chemie & Biochemie, Butenandtstrasse 5-13, Haus F, 81377 München, Germany.

出版信息

Angew Chem Int Ed Engl. 2010 Mar 15;49(12):2215-8. doi: 10.1002/anie.200905052.

DOI:10.1002/anie.200905052

PMID:20162637

Abstract

摘要

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Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents.

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Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents.

作者信息

Yamada Shigeyuki, Gavryushin Andrei, Knochel Paul

机构信息

Ludwig Maximilians-Universität München, Department Chemie & Biochemie, Butenandtstrasse 5-13, Haus F, 81377 München, Germany.

出版信息

Angew Chem Int Ed Engl. 2010 Mar 15;49(12):2215-8. doi: 10.1002/anie.200905052.

DOI:10.1002/anie.200905052

PMID:20162637

Abstract

摘要

相似文献

Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents.

Angew Chem Int Ed Engl. 2010 Mar 15;49(12):2215-8. doi: 10.1002/anie.200905052.

Direct zincation of functionalized aromatics and heterocycles by using a magnesium base in the presence of ZnCl2.

Chemistry. 2009;15(2):457-68. doi: 10.1002/chem.200801558.

Preparations and reactions of SF5-substituted aryl and heteroaryl derivatives via Mg and Zn organometallics.

Chemistry. 2012 Aug 13;18(33):10234-8. doi: 10.1002/chem.201201485. Epub 2012 Jun 19.

Functionalized magnesium organometallics as versatile intermediates for the synthesis of polyfunctional heterocycles.

Chem Commun (Camb). 2006 Feb 14(6):583-93. doi: 10.1039/b510866g. Epub 2005 Oct 5.

Catalytic alkylation of methyl-N-heteroaromatics with alcohols.

J Am Chem Soc. 2010 Jan 27;132(3):924-5. doi: 10.1021/ja9095413.

Pulse gas chromatographic study of adsorption of substituted aromatics and heterocyclic molecules on MIL-47 at zero coverage.

Langmuir. 2012 Oct 2;28(39):13883-91. doi: 10.1021/la3027732. Epub 2012 Sep 19.

Strategies to prepare and use functionalized organometallic reagents.

J Org Chem. 2014 May 16;79(10):4253-69. doi: 10.1021/jo500297r. Epub 2014 Apr 8.

Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.

Chem Rev. 2007 Jan;107(1):174-238. doi: 10.1021/cr0509760.

Copper(I)-mediated oxidative cross-coupling between functionalized alkynyl lithium and aryl magnesium reagents.

Angew Chem Int Ed Engl. 2007;46(47):9093-6. doi: 10.1002/anie.200703097.

Tertiary α-diarylmethylamines derived from diarylketimines and organomagnesium reagents.

Chem Commun (Camb). 2015 Jan 14;51(4):703-6. doi: 10.1039/c4cc06719c.

引用本文的文献

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RSC Adv. 2022 Aug 25;12(37):24208-24216. doi: 10.1039/d2ra04296g. eCollection 2022 Aug 22.

In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides.

Organometallics. 2015 Oct 12;34(19):4775-4780. doi: 10.1021/acs.organomet.5b00631. Epub 2015 Aug 20.

PhenoFluor: Practical Synthesis, New Formulation, and Deoxyfluorination of Heteroaromatics.

Org Process Res Dev. 2014 Aug 15;18(8):1041-1044. doi: 10.1021/op500121w. Epub 2014 Jul 23.

An improved catalyst system for the Pd-catalyzed fluorination of (hetero)aryl triflates.

Org Lett. 2013 Nov 1;15(21):5602-5. doi: 10.1021/ol402859k. Epub 2013 Oct 18.

Fe(III)/NaBH4-mediated free radical hydrofluorination of unactivated alkenes.

J Am Chem Soc. 2012 Aug 22;134(33):13588-91. doi: 10.1021/ja3063716. Epub 2012 Aug 7.

Synthesis of Fluoroolefins via Julia-Kocienski Olefination.

Synthesis (Stuttg). 2010;2010(11):1822-1836. doi: 10.1055/s-0029-1218789.

Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents.

Beilstein J Org Chem. 2011;7:1261-77. doi: 10.3762/bjoc.7.147. Epub 2011 Sep 13.

Accelerating palladium-catalyzed C-F bond formation: use of a microflow packed-bed reactor.

Angew Chem Int Ed Engl. 2011 Sep 12;50(38):8900-3. doi: 10.1002/anie.201104652. Epub 2011 Aug 11.

Deoxyfluorination of phenols.

J Am Chem Soc. 2011 Aug 3;133(30):11482-4. doi: 10.1021/ja2048072. Epub 2011 Jul 12.

Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents.

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Convenient electrophilic fluorination of functionalized aryl and heteroaryl magnesium reagents.

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