ArticleOrganic letters2014
Accessing an azaborine building block: synthesis and substitution reactions of 2-chloromethyl-2,1-borazaronaphthalene.
Article in Organic letters, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Boron-Based Bioisosteres in Medicinal Chemistry: Advances in Heterocycles and Therapeutic.ChemMedChem · 2026Review
- Novel Azaborine-Based Inhibitors of Histone Deacetylases (HDACs).Molecules (Basel, Switzerland) · 2025Article
- The Versatile Reaction Chemistry of an Alpha-Boryl Diazo Compound.Journal of the American Chemical Society · 2021Article
- Selectivity in the Elaboration of Bicyclic Borazarenes.Advanced synthesis & catalysis · 2021Article
- One tool to bring them all: Au-catalyzed synthesis of B,O- and B,N-doped PAHs from boronic and borinic acids.Chemical science · 2021Article
- Late-stage functionalization of BN-heterocycles.Chemical Society reviews · 2019Article
- Synthesis and characterization of an unnatural boron and nitrogen-containing tryptophan analogue and its incorporation into proteins.Chemical science · 2019Article
- Photoredox Catalysis Enables Access to N-Functionalized 2,1-Borazaronaphthalenes.Organic letters · 2019Article
- Article
- The State of the Art in Azaborine Chemistry: New Synthetic Methods and Applications.Journal of the American Chemical Society · 2018Review
- Regioselective Diversification of 2,1-Borazaronaphthalenes: Unlocking Isosteric Space via C-H Activation.The Journal of organic chemistry · 2017Article
- Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes.The Journal of organic chemistry · 2017Article
- Site-Selective and Stereoselective trans-Hydroboration of 1,3-Enynes Catalyzed by 1,4-Azaborine-Based Phosphine-Pd Complex.Journal of the American Chemical Society · 2016Article
- Accessing Elaborated 2,1-Borazaronaphthalene Cores Using Photoredox/Nickel Dual-Catalytic Functionalization.Organic letters · 2016Article
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3 authors.
Funding
Abstract
One major synthetic route to the synthesis of benzyl amines, ethers, and esters is the nucleophilic substitution of a benzylic halide. To develop a method for the facile synthesis and functionalization of the isosteric azaborines, 2-chloromethyl-2,1-borazaronaphthalene has been synthesized in one step to afford a similar common precursor to a benzylic halide. This B-N isostere has been shown to be an effective building block by serving as an electrophile in substitution reactions with a large variety of nucleophiles.
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