Literature DB >> 20465293

General method for synthesis of 2-heterocyclic N-methyliminodiacetic acid boronates.

Graham R Dick1, David M Knapp, Eric P Gillis, Martin D Burke.   

Abstract

A wide range of 2-pyridyl and other difficult-to-access heterocyclic N-methyliminodiacetic acid boronates can be readily prepared from the corresponding bromides via a new method involving direct transligation of 2-heterocyclic trialkoxyborate salts with N-methyliminodiacetic acid (MIDA) at elevated temperatures.

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Year:  2010        PMID： 20465293      PMCID： PMC5127601          DOI： 10.1021/ol100671v

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  39 in total

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Review 2.  Polyketide and nonribosomal peptide antibiotics: modularity and versatility.

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Authors:  Alexander Heim-Riether; Steven J Taylor; Shuang Liang; Donghong Amy Gao; Zhaoming Xiong; E Michael August; Brandon K Collins; Bennett T Farmer; Kathleen Haverty; Melissa Hill-Drzewi; Hans-Dieter Junker; S Mariana Margarit; Neil Moss; Thomas Neumann; John R Proudfoot; Lana Smith Keenan; Renate Sekul; Qiang Zhang; Jun Li; Neil A Farrow
Journal:  Bioorg Med Chem Lett       Date:  2009-08-03       Impact factor: 2.823

5.  Total synthesis of (+/-)-cytisine.

Authors:  B T O'Neill; D Yohannes; M W Bundesmann; E P Arnold
Journal:  Org Lett       Date:  2000-12-28       Impact factor: 6.005

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7.  Halogenated 2'-chlorobithiazoles via Pd-catalyzed cross-coupling reactions.

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8.  Antagonists of the human A(2A) adenosine receptor. 4. Design, synthesis, and preclinical evaluation of 7-aryltriazolo[4,5-d]pyrimidines.

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Journal:  J Med Chem       Date:  2009-01-08       Impact factor: 7.446

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  20 in total

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Journal:  Chem Commun (Camb)       Date:  2015-02-28       Impact factor: 6.222

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Journal:  J Org Chem       Date:  2012-12-04       Impact factor: 4.354

4.  Nickel-catalyzed cross-electrophile coupling of 2-chloropyridines with alkyl bromides.

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Review 5.  The Molecular Industrial Revolution: Automated Synthesis of Small Molecules.

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Journal:  Angew Chem Int Ed Engl       Date:  2018-03-07       Impact factor: 15.336

6.  Tandem Cycloisomerization/Suzuki Coupling of Arylethynyl MIDA Boronates.

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Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

7.  Design, Synthesis, and Application of Polymer-Supported Silicon-Transfer Agents for Cross-Coupling Reactions with Organolithium Reagents.

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8.  A simple and general platform for generating stereochemically complex polyene frameworks by iterative cross-coupling.

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Journal:  Angew Chem Int Ed Engl       Date:  2010-11-15       Impact factor: 15.336

9.  (1-bromovinyl)-MIDA boronate: a readily accessible and highly versatile building block for small molecule synthesis.

Authors:  Eric M Woerly; Jonathan E Miller; Martin D Burke
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

10.  Design, Synthesis, and Validation of an Effective, Reusable Silicon-Based Transfer Agent for Room-Temperature Pd-Catalyzed Cross-Coupling Reactions of Aryl and Heteroaryl Chlorides with Readily Available Aryl Lithium Reagents.

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Journal:  J Am Chem Soc       Date:  2016-02-02       Impact factor: 15.419
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