Pd-Catalyzed [3+2] cycloaddition of ketoimines with alkynes via directed sp3 C–H bond activation

Ying Xie; Tengfei Chen; Shaomin Fu; Xing-Shu Li; Yuanfu Deng; Huanfeng Jiang; Wei Zeng

doi:10.1039/C4CC04676E

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Pd-Catalyzed [3+2] cycloaddition of ketoimines with alkynes via directed sp³ C–H bond activation†

Ying Xie,^a Tengfei Chen,^a Shaomin Fu,^a Xing-Shu Li,^b Yuanfu Deng,^a Huanfeng Jiang^a and Wei Zeng*^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China
E-mail: zengwei@scut.edu.cn

^b Institute of Drug Synthesis and Pharmaceutical Process, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China

Abstract

The Pd(II)-catalyzed oxidative [3+2] cycloaddition of N-(2-pyridyl) ketoimines with internal alkynes has been developed. The transformation is tolerant of extensive substitution on halogen, alkene, alkyne, hydroxyl, aryl and acyl groups, and allows facile assembly of multisubstituted pyrroles.

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Article information

DOI: https://doi.org/10.1039/C4CC04676E
Article type: Communication
Submitted: 19 Jun 2014
Accepted: 17 Jul 2014
First published: 24 Jul 2014

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Chem. Commun., 2014,50, 10699-10702

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Pd-Catalyzed [3+2] cycloaddition of ketoimines with alkynes via directed sp³ C–H bond activation

Y. Xie, T. Chen, S. Fu, X. Li, Y. Deng, H. Jiang and W. Zeng, Chem. Commun., 2014, 50, 10699 DOI: 10.1039/C4CC04676E

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