Issue 87, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
19 Sep 2016
Accepted
05 Oct 2016
First published
07 Oct 2016

Chem. Commun., 2016,52, 12873-12876

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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