Palladium-nanoparticle-catalyzed 1,7-palladium migration involving C-H activation, followed by intramolecular lamination: Regioselective synthesis of N 1-arylbenzotriazoles and an evaluation of their inhibitory activity toward indoleamine 2,3-dioxygenase

Koji Takagi, Mohammad Al-Amin, Naoyuki Hoshiya, Johan Wouters, Hiroshi Sugimoto, Yoshitsugu Shiro, Hayato Fukuda, Satoshi Shuto, Mitsuhiro Arisawa

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Abstract

A sulfur-modified gold-supported palladium material (SAPd) has been developed bearing palladium nanoparticles on its surface. Herein, we report for the first time the use of SAPd to affect a Pd-nanoparticle-catalyzed 1,7-Pd migration reaction for the synthesis of benzotriazoles via C-H bond activation. The resulting benzotriazoles were evaluated in terms of their inhibitory activity toward indoleamine 2,3-dioxygenase.

Original languageEnglish
Pages (from-to)6366-6371
Number of pages6
JournalJournal of Organic Chemistry
Volume79
Issue number13
DOIs
Publication statusPublished - 3 Jul 2014

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    CCDC 999300: Experimental Crystal Structure Determination

    Al-Amin, M. (Contributor), Arisawa, M. (Contributor), Fukuda, H. (Contributor), Hoshiya, N. (Contributor), Shiro, Y. (Contributor), Shuto, S. (Contributor), Sugimoto, H. (Contributor), Takagi, K. (Contributor) & WOUTERS, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2014

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