Synthesis of 2,1-Borazaroquinolines and 2,1-Borazaroisoquinolines from Vinyl­aminopyridines and Potassium Organotrifluoroborates by Microwave-Assisted Heating

Synthesis of 2,1-Borazaroquinolines and 2,1-Borazaroisoquinolines from Vinyl­aminopyridines and Potassium Organotrifluoroborates by Microwave-Assisted Heating

Azaborines are an emerging class of compounds with applications in medicinal chemistry and materials science. The synthesis of a wide variety of borazaronaphthalenes has been reported in the last decade. However, access to other borazaro derivatives has been limited. A new approach to synthesize 2,1...

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Bibliographic Details
Published in:European journal of organic chemistry Vol. 2015; no. 23; pp. 5221 - 5229
Main Authors: Sánchez Casado, M. Rosa, Ciordia Jiménez, Myriam, Ariza Bueno, Manuela, Barriol, Morgane, Leenaerts, Joseph E., Pagliuca, Chiara, Martínez Lamenca, Carolina, De Lucas, Ana Isabel, García, Aránzazu, Trabanco, Andrés A., Rombouts, Frederik J. R.
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 01-08-2015
WILEY‐VCH Verlag
Wiley Subscription Services, Inc
Subjects:
Aromaticity
Bioisosteres
Boron heterocycles
Cyclization
Fused-ring systems
Heating
Nitrogen heterocycles
Potassium
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Summary:Azaborines are an emerging class of compounds with applications in medicinal chemistry and materials science. The synthesis of a wide variety of borazaronaphthalenes has been reported in the last decade. However, access to other borazaro derivatives has been limited. A new approach to synthesize 2,1‐borazaroquinolines and 2,1‐borazaroisoquinolines from (vinylamino)pyridines and potassium organotrifluoroborates using microwave‐assisted heating is reported. A substituted diverse set of new azaborines has been synthesized by this method, providing the first access to a family of 2,1‐borazaroquinolines and 2,1‐borazaroisoquinolines. A diversely substituted set of new 2,1‐borazaroquinolines and 2,1‐borazaroisoquinolines has been synthetized from (vinylamino)pyridines and potassium organotrifluoroborates using microwave heating.
Bibliography:istex:402FA2A31329CE351652EE1303B2BCCCDF862F06
ArticleID:EJOC201500622
ark:/67375/WNG-R2N45P2N-N
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201500622