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Issue 87, 2016
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Pd-Catalyzed C(sp2)–H carbonylation of 2-benzylpyridines for the synthesis of pyridoisoquinolinones

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Abstract

An efficient synthesis of pyridoisoquinolinones, through Pd-catalyzed carbonylative annulation of 2-benzylpyridines, has been developed. The pyridinyl moiety in the substrate acts as both a directing group and an internal nucleophile for sp2 C–H activation and pyridocarbonylation. The ready availability of 2-benzylpyridines as well as the operational practicality makes this transformation potentially useful for the synthesis of analogues of protoberberine alkaloids.

Graphical abstract: Pd-Catalyzed C(sp2)–H carbonylation of 2-benzylpyridines for the synthesis of pyridoisoquinolinones

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Publication details

The article was received on 19 Sep 2016, accepted on 05 Oct 2016 and first published on 07 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC07612B
Citation: Chem. Commun., 2016,52, 12873-12876
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    Pd-Catalyzed C(sp2)–H carbonylation of 2-benzylpyridines for the synthesis of pyridoisoquinolinones

    Z. Xie, S. Luo and Q. Zhu, Chem. Commun., 2016, 52, 12873
    DOI: 10.1039/C6CC07612B

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