Literature DB >> 30838739

Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.

Yuan Huang1, M Kevin Brown1.   

Abstract

The development of pyridylidene-Cu-complexes and their application in Cu/Pd-catalyzed heteroarylboration of alkenylheteroarenes is reported. The significance of 1,1'-heteroarylalkanes as building blocks for drug discovery, as well as the straightforward and modular sequence to prepare the pyridylidene-Cu-complexes, makes this catalyst and it applications attractive for chemical synthesis. Furthermore, chiral variants of the pyridylidene-Cu-complexes have been prepared and utilized in the enantioselective arylboration of E-alkenes, further demonstrating the value and potential of this class of catalysts.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  boron; copper; heteroarylboration; heterocycles; pyridylidene

Mesh:

Substances:

Year:  2019        PMID: 30838739      PMCID: PMC6547830          DOI: 10.1002/anie.201902238

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  47 in total

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5.  Modular syntheses of chiral and achiral C,N-chelated Pd(II)-pyridinylidenes.

Authors:  Elizabeth T J Strong; Jacquelyn T Price; Nathan D Jones
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6.  N-heterocyclic carbenes bearing two, one and no nitrogen atoms at the ylidene carbon: insight from theoretical calculations.

Authors:  Aleksandr A Tukov; Adrien T Normand; Mikhail S Nechaev
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2.  Cooperative Pd/Cu Catalysis for Alkene Arylboration: Opportunities for Divergent Reactivity.

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Journal:  ACS Cent Sci       Date:  2020-07-09       Impact factor: 14.553

5.  Mechanism-Based Design of an Amide-Directed Ni-Catalyzed Arylboration of Cyclopentene Derivatives.

Authors:  Alison L Lambright; Yanyao Liu; Isaac A Joyner; Kaitlyn M Logan; M Kevin Brown
Journal:  Org Lett       Date:  2021-01-04       Impact factor: 6.005

6.  Modular Synthesis of a Versatile Double-Allylation Reagent for Complex Diol Synthesis.

Authors:  Stanna K Dorn; Annika E Tharp; M Kevin Brown
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7.  Cyclic (Alkyl)(amino)carbene Ligands Enable Cu-Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes*.

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