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Base-mediated benzannulation of α-cyanocrotonates with ynones: facile synthesis of benzonitriles and fluorenes

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Abstract

Here, we have demonstrated a strategic rapid approach for the synthesis of benzonitriles and cyanofluorenes via the [3 + 3] benzannulation of readily available alkynones and α-cyanocrotonates, a protocol par excellence for aryl nitriles. This decarboxylative annulation has been assisted solely by a base without the need for any catalyst. The only by-product is EtOH (and CO2) and the product is cleanly filtered from the contents after the reaction at an ambient temperature.

Graphical abstract: Base-mediated benzannulation of α-cyanocrotonates with ynones: facile synthesis of benzonitriles and fluorenes

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Article information


Submitted
19 Feb 2020
Accepted
20 Mar 2020
First published
23 Mar 2020

Green Chem., 2020, Advance Article
Article type
Communication

Base-mediated benzannulation of α-cyanocrotonates with ynones: facile synthesis of benzonitriles and fluorenes

M. K. R. Singam, A. Nagireddy and S. R. Maddi, Green Chem., 2020, Advance Article , DOI: 10.1039/D0GC00608D

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