Literature DB >> 24364421

Diborylation of alkynyl MIDA boronates and sequential chemoselective Suzuki-Miyaura couplings: a formal carboborylation of alkynes.

Keita Hyodo1, Masato Suetsugu, Yasushi Nishihara.   

Abstract

Platinum-catalyzed diborylation of phenylethynyl MIDA boronate with Bpin-Bpin proceeds to yield 1,1,2-triboryl-2-phenylethene with two different classes of the boron functionalities. Sequentially, the obtained 1,1,2-triboryl-2-phenylethene are subjected to Suzuki-Miyaura coupling to introduce a series of aryl groups chemoselectively to afford 1,1-boryl-2,2-diarylethenes.

Entities:  

Year:  2013        PMID： 24364421     DOI： 10.1021/ol403326z

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


  6 in total

1.  Cobalt-Catalyzed 1,1-Diboration of Terminal Alkynes: Scope, Mechanism, and Synthetic Applications.

Authors:  Simon Krautwald; Máté J Bezdek; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2017-03-01       Impact factor: 15.419

2.  A Convenient, Rapid, Conventional Heating Route to MIDA Boronates.

Authors:  Andrew McGown; Anthony K Edmonds; Daniel Guest; Verity L Holmes; Chris Dadswell; Ramón González-Méndez; Charles A I Goodall; Mark C Bagley; Barnaby W Greenland; John Spencer
Journal:  Molecules       Date:  2022-08-09       Impact factor: 4.927

3.  Synthesis of 1,1-Diboryl Alkenes Using the Boryl-Heck Reaction.

Authors:  Olamide O Idowu; Jacob C Hayes; William B Reid; Donald A Watson
Journal:  Org Lett       Date:  2021-05-27       Impact factor: 6.072

Review 4.  Tri(boryl)alkanes and Tri(boryl)alkenes: The Versatile Reagents.

Authors:  Oriol Salvadó; Elena Fernández
Journal:  Molecules       Date:  2020-04-10       Impact factor: 4.411

5.  Copper-Catalyzed Triboration: Straightforward, Atom-Economical Synthesis of 1,1,1-Triborylalkanes from Terminal Alkynes and HBpin.

Authors:  Xiaocui Liu; Wenbo Ming; Yixiao Zhang; Alexandra Friedrich; Todd B Marder
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-11       Impact factor: 15.336

6.  Copper-Catalyzed Triboration of Terminal Alkynes Using B2 pin2 : Efficient Synthesis of 1,1,2-Triborylalkenes.

Authors:  Xiaocui Liu; Wenbo Ming; Alexandra Friedrich; Florian Kerner; Todd B Marder
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-19       Impact factor: 15.336
  6 in total

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