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Issue 10, 2020
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Divergent C–H activation synthesis of chalcones, quinolones and indoles

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Abstract

We here report a condition-controlled divergent synthesis strategy of chalcones, quinolones and indoles, which was achieved via a C–H activation reaction of N-nitrosoanilines and cyclopropenones. Variations of Ag salts are observed to be crucial for divergently constructing the three distinct chemical scaffolds. A Rh(I)- and Rh(III)-cocatalyzed decarbonylation/C–H activation/[3+2] annulation cascade reaction was developed for the synthesis of indoles. These methodologies are characterized by mild reaction conditions, high functional group tolerance, and amenability to gram-scale synthesis, providing a reference for future derivation of new chemical scaffolds by C–H activation.

Graphical abstract: Divergent C–H activation synthesis of chalcones, quinolones and indoles

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Article information


Submitted
15 Nov 2019
Accepted
02 Jan 2020
First published
03 Jan 2020

Chem. Commun., 2020,56, 1585-1588
Article type
Communication

Divergent C–H activation synthesis of chalcones, quinolones and indoles

Y. Shi, H. Xing, T. Huang, X. Liu, J. Chen, X. Guo, G. Li and Y. Wu, Chem. Commun., 2020, 56, 1585
DOI: 10.1039/C9CC08926H

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