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January 1, 2019Chemical Society Reviews255 citationsOpen Access

Late-stage functionalization of BN-heterocycles

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CMCameron R. McConnellSLShih‐Yuan Liu

Key Points

  • The aim is to discuss recent advances in the functionalization of boron-nitrogen (BN) heterocycles and their unique properties.
  • Review of recent synthetic technologies for BN heterocycles
  • Comparison of reactivity and selectivity between BN and carbon-based heterocycles
  • Novel BN heterocycles show new properties in biomedical research and medicinal chemistry
  • Improvements in reaction chemistry for applications in materials science and catalysis

Abstract

BN/CC isosterism has emerged as a viable strategy to expand the chemical space of organic molecules. In particular, the application of BN/CC isosterism to arenes has received significant attention due to the vast available chemical space provided by aromatic hydrocarbons. The synthetic efforts directed at assembling novel aromatic BN heterocycles have resulted in the discovery of new properties and functions in a variety of fields including biomedical research, medicinal chemistry, materials science, catalysis, and organic synthesis. This tutorial review specifically covers recent advances in synthetic technologies that functionalize assembled boron-nitrogen (BN) heterocycles and highlights their distinct reactivity and selectivity in comparison to their carbonaceous counterparts. It is intended to serve as a state-of-the-art compendium for readers who are interested in the reaction chemistry of BN heterocycles.

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Cite This Study

McConnell et al. (2019) studied this question.

synapsesocial.com/papers/6a32baba30fa87c0d1e47b17https://doi.org/10.1039/c9cs00218a
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