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Org Biomol Chem. 2016 Jun 07;14(21):4848-52. doi: 10.1039/c6ob00901h. Epub 2016 May 05.

Synthesis of isoquinolines via Rh-catalyzed C-H activation/C-N cyclization with diazodiesters or diazoketoesters as a C2 source.

Organic & biomolecular chemistry

Jie Wang, Shanke Zha, Kehao Chen, Feifei Zhang, Jin Zhu

Affiliations

  1. Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, Nanjing University, Nanjing 210093, China. [email protected].

PMID: 27146107 DOI: 10.1039/c6ob00901h

Abstract

Synthesis of isoquinolines based on efficient C-C and C-N bond formation through Rh(iii)-catalyzed C-H activation and subsequent intramolecular cyclization is reported. Diazodiesters serving as a C2 source in the newly formed heterocycles are first demonstrated. Additionally, the Rh(iii)-catalyzed direct C-H activation/cyclization of benzimidates with diazoketoesters is also described.

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