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Sharma UK, Sharma N, Xu J, et al. Pd-catalyzed Csp(2) -H functionalization of heteroarenes via isocyanide insertion: concise synthesis of di-(hetero)aryl ketones and di-(hetero)aryl alkylamines. Chemistry. 2015;21(13):4908-12doi: 10.1002/chem.201406562.
Sharma, U. K., Sharma, N., Xu, J., Song, G., & Van der Eycken, E. V. (2015). Pd-catalyzed Csp(2) -H functionalization of heteroarenes via isocyanide insertion: concise synthesis of di-(hetero)aryl ketones and di-(hetero)aryl alkylamines. Chemistry (Weinheim an der Bergstrasse, Germany), 21(13), 4908-12. https://doi.org/10.1002/chem.201406562
Sharma, Upendra K, et al. "Pd-catalyzed Csp(2) -H functionalization of heteroarenes via isocyanide insertion: concise synthesis of di-(hetero)aryl ketones and di-(hetero)aryl alkylamines." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 21,13 (2015): 4908-12. doi: https://doi.org/10.1002/chem.201406562
Sharma UK, Sharma N, Xu J, Song G, Van der Eycken EV. Pd-catalyzed Csp(2) -H functionalization of heteroarenes via isocyanide insertion: concise synthesis of di-(hetero)aryl ketones and di-(hetero)aryl alkylamines. Chemistry. 2015 Mar 23;21(13):4908-12. doi: 10.1002/chem.201406562. Epub 2015 Feb 06. PMID: 25663081.
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Chemistry. 2015 Mar 23;21(13):4908-12. doi: 10.1002/chem.201406562. Epub 2015 Feb 06.

Pd-catalyzed Csp(2) -H functionalization of heteroarenes via isocyanide insertion: concise synthesis of di-(hetero)aryl ketones and di-(hetero)aryl alkylamines.

Chemistry (Weinheim an der Bergstrasse, Germany)

Upendra K Sharma, Nandini Sharma, Jun Xu, Gonghua Song, Erik V Van der Eycken

Affiliations

  1. Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, 3001 Leuven (Belgium) http://chem.kuleuven.be/en/research/mds/lomac.

PMID: 25663081 DOI: 10.1002/chem.201406562

Abstract

We report herein an efficient Pd-catalyzed direct C-H bond functionalization of heteroarenes via an isocyanide insertion strategy for the synthesis of di-(hetero)aryl ketones and di-(hetero)aryl alkylamines. The methodology involves a three component reaction between an azole, a haloarene and an isocyanide resulting in the formation of an imine, which in turn is either hydrolyzed or reduced to get the desired product.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: CH activation; azoles; heteroarenes; isocyanide insertion; palladium

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