Recent developments in azaborinine chemistry

G Bélanger‐Chabot, H Braunschweig… - European Journal of …, 2017 - Wiley Online Library
Recent years have witnessed rapid advances in the field of BN/CC isosterism, particularly in
the case of azaborinines. Examples of each isomer have now been synthesized and …

BN heterosuperbenzenes: synthesis and properties

XY Wang, JY Wang, J Pei - Chemistry–A European Journal, 2015 - Wiley Online Library
Abstract Replacement of C C unit with its isoelectronic B N unit in aromatics provides a
new class of molecules with appealing properties, which have attracted great attention …

Selectivity in the elaboration of bicyclic borazarenes

A Bhattacharjee, GHM Davies… - … synthesis & catalysis, 2021 - Wiley Online Library
Among aromatic compounds, borazarenes represent a significant class of isosteres in which
carbon‐carbon bonds have been replaced by B− N bonds. Described herein is a summary …

Medicinal chemistry profiling of monocyclic 1, 2‐azaborines

P Zhao, DO Nettleton, RG Karki, FJ Zécri… - ChemMedChem, 2017 - Wiley Online Library
The first examples of biologically active monocyclic 1, 2‐azaborines have been synthesized
and demonstrated to exhibit not only improved in vitro aqueous solubility in comparison with …

Direct Synthetic Route to Functionalized 1, 2‐Azaborinines

H Braunschweig, K Geetharani… - Angewandte Chemie …, 2014 - Wiley Online Library
A new catalytic synthetic route to functionalized 1, 2‐azaborinines has been developed by
the [2+ 2]/[2+ 4] cycloaddition reactions of di‐tert‐butyliminoboranes and alkynes in …

Pd‐Senphos Catalyzed trans‐Selective Cyanoboration of 1,3‐Enynes

Y Zhang, B Li, SY Liu - Angewandte Chemie International …, 2020 - Wiley Online Library
The first trans‐selective cyanoboration reaction of an alkyne, specifically a 1, 3‐enyne, is
described. The reported palladium‐catalyzed cyanoboration of 1, 3‐enynes is site‐, regio …

Monobenzofused 1, 4‐Azaborines: Synthesis, Characterization, and Discovery of a Unique Coordination Mode

S Xu, F Haeffner, B Li, LN Zakharov… - Angewandte …, 2014 - Wiley Online Library
We report the first general synthesis of boron‐substituted monobenzofused 1, 4‐azaborines
using ring‐closing metathesis of an enamine‐containing diene as a key synthetic strategy …

Scope of the Thermal Ring‐Expansion Reaction of Boroles with Organoazides

H Braunschweig, MA Celik… - … A European Journal, 2017 - Wiley Online Library
Electronic and steric factors have been investigated in the thermal ring expansion of boroles
with organic azides, a reaction that provides access to highly arylated 1, 2‐azaborinines, BN …

The Dewar Isomer of 1, 2‐Dihydro‐1, 2‐azaborinines: Isolation, Fragmentation, and Energy Storage

K Edel, X Yang, JSA Ishibashi… - Angewandte Chemie …, 2018 - Wiley Online Library
Abstract The photochemistry of 1, 2‐dihydro‐1, 2‐azaborinine derivatives was studied under
matrix isolation conditions and in solution. Photoisomerization occurs exclusively to the …

Accessing 1, 2‐Substituted Cyclobutanes through 1, 2‐Azaborine Photoisomerization

ZX Giustra, X Yang, M Chen… - Angewandte Chemie …, 2019 - Wiley Online Library
We provide a seminal example of the utility of the 1, 2‐azaborine motif as a 4C+ 1N+ 1B
synthon in organic synthesis. Specifically, conditions for the practically scalable …