Literature DB >> 17249680

Electrophilic aromatic substitution reactions of 1,2-dihydro-1,2-azaborines.

Jun Pan1, Jeff W Kampf, Arthur J Ashe.   

Abstract

The aromatic boron-nitrogen heterocycle 1,2-dihydro-1,2-azaborine undergoes classical electrophilic substitution. These reactions allow easy functionalization to provide a variety of 3- and 5-substituted derivatives. [reaction: see text].

Entities:  

Year:  2007        PMID： 17249680     DOI： 10.1021/ol062968r

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


  16 in total

Review 1.  Recent advances in azaborine chemistry.

Authors:  Patrick G Campbell; Adam J V Marwitz; Shih-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-29       Impact factor: 15.336

2.  Late-stage functionalization of BN-heterocycles.

Authors:  Cameron R McConnell; Shih-Yuan Liu
Journal:  Chem Soc Rev       Date:  2019-07-01       Impact factor: 54.564

3.  Boron in disguise: the parent "fused" BN indole.

Authors:  Eric R Abbey; Lev N Zakharov; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2011-07-13       Impact factor: 15.419

4.  Electrophilic aromatic substitution of a BN indole.

Authors:  Eric R Abbey; Lev N Zakharov; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2010-11-02       Impact factor: 15.419

5.  Nucleophilic aromatic substitution reactions of 1,2-dihydro-1,2-azaborine.

Authors:  Ashley N Lamm; Edward B Garner; David A Dixon; Shih-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-12       Impact factor: 15.336

6.  Negishi Cross-Coupling Is Compatible with a Reactive B-Cl Bond: Development of a Versatile Late-Stage Functionalization of 1,2-Azaborines and Its Application to the Synthesis of New BN Isosteres of Naphthalene and Indenyl.

Authors:  Alec N Brown; Bo Li; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2015-07-09       Impact factor: 15.419

7.  UV-photoelectron spectroscopy of 1,2- and 1,3-azaborines: a combined experimental and computational electronic structure analysis.

Authors:  Anna Chrostowska; Senmiao Xu; Ashley N Lamm; Audrey Mazière; Christopher D Weber; Alain Dargelos; Patrick Baylère; Alain Graciaa; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2012-06-06       Impact factor: 15.419

8.  1,2-Azaborine's Distinct Electronic Structure Unlocks Two New Regioisomeric Building Blocks via Resolution Chemistry.

Authors:  Cameron R McConnell; Fredrik Haeffner; Andrew W Baggett; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2019-05-23       Impact factor: 15.419

9.  Protecting group-free synthesis of 1,2-azaborines: a simple approach to the construction of BN-benzenoids.

Authors:  Eric R Abbey; Ashley N Lamm; Andrew W Baggett; Lev N Zakharov; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2013-08-19       Impact factor: 15.419

10.  A Boron Protecting Group Strategy for 1,2-Azaborines.

Authors:  Andrew W Baggett; Shih-Yuan Liu
Journal:  J Am Chem Soc       Date:  2017-10-11       Impact factor: 15.419
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