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Synthesis of Cinnolines via Rh(III)‐Catalyzed Annulation of N‐Aryl Heterocycles with Vinylene Carbonate

Synthesis of Cinnolines via Rh(III)‐Catalyzed Annulation of N‐Aryl Heterocycles with Vinylene... The Rh(III)‐catalyzed C−H annulation reactions of N‐aryl indazolones or N‐aryl phthalazinones with a vinylene carbonate is described herein. This transformation provides the rapid access to indazolocinnolines and phthalazinocinnolines as important assets towards the development of novel bioactive compounds. Intriguingly, a vinylene carbonate acts as a vinyl transfer agent to enable the [4+2] annulation reaction. This method is characterized by its simplicity, mild reaction conditions, and broad functional group tolerance. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Asian Journal of Organic Chemistry Wiley

Synthesis of Cinnolines via Rh(III)‐Catalyzed Annulation of N‐Aryl Heterocycles with Vinylene Carbonate

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Publisher
Wiley
Copyright
© 2021 Wiley‐VCH GmbH
ISSN
2193-5807
eISSN
2193-5815
DOI
10.1002/ajoc.202100588
Publisher site
See Article on Publisher Site

Abstract

The Rh(III)‐catalyzed C−H annulation reactions of N‐aryl indazolones or N‐aryl phthalazinones with a vinylene carbonate is described herein. This transformation provides the rapid access to indazolocinnolines and phthalazinocinnolines as important assets towards the development of novel bioactive compounds. Intriguingly, a vinylene carbonate acts as a vinyl transfer agent to enable the [4+2] annulation reaction. This method is characterized by its simplicity, mild reaction conditions, and broad functional group tolerance.

Journal

Asian Journal of Organic ChemistryWiley

Published: Nov 1, 2021

Keywords: annulation; C−H functionalization; cinnoline; rhodium; vinylene carbonate

References