Literature DB >> 28805388

Transition Metal-Free trans-Selective Alkynylboration of Alkynes.

Marina Nogami1, Keiichi Hirano1, Misae Kanai2, Chao Wang1, Tatsuo Saito1, Kazunori Miyamoto1, Atsuya Muranaka2, Masanobu Uchiyama1,2.   

Abstract

We report the first transition metal-free and trans-selective alkynylboration reaction of alkynes. This unprecedented carboboration reaction is enabled by pseudo-intramolecular activation of alkynylboronates using propargylic alcohols. The carboboration affords 4-alkynyl-1,2-oxaborol-2(5H)-ols, which are not only versatile building blocks but also exhibit strong violet-blue fluorescence emission.

Entities:  

Year:  2017        PMID: 28805388     DOI: 10.1021/jacs.7b06212

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  Synthesis of oxaboranes via nickel-catalyzed dearylative cyclocondensation.

Authors:  Mason T Koeritz; Haley K Banovetz; Sean A Prell; Levi M Stanley
Journal:  Chem Sci       Date:  2022-05-20       Impact factor: 9.969

2.  Piers' Borane-Induced Tetramerization of Arylacetylenes.

Authors:  Max Hasenbeck; Tizian Müller; Arthur Averdunk; Jonathan Becker; Urs Gellrich
Journal:  Chemistry       Date:  2021-12-28       Impact factor: 5.020

3.  C-Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes.

Authors:  Ziyong Wang; Jason Wu; Walid Lamine; Bo Li; Jean-Marc Sotiropoulos; Anna Chrostowska; Karinne Miqueu; Shih-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-31       Impact factor: 16.823

  3 in total

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