Dual-role of PtCl2 catalysis in the intramolecular cyclization of (hetero)aryl-allenes for the facile construction of substituted 2,3-dihydropyrroles and polyheterocyclic skeletons

Yan-Yan Zhang; Yin Wei; Xiang-Ying Tang; Min Shi

doi:10.1039/C7CC01684K

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Dual-role of PtCl₂ catalysis in the intramolecular cyclization of (hetero)aryl-allenes for the facile construction of substituted 2,3-dihydropyrroles and polyheterocyclic skeletons†

Yan-Yan Zhang,^a Yin Wei,

^a Xiang-Ying Tang

*^b and Min Shi*^a

Author affiliations

* Corresponding authors

^a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 345 Lingling Road, Shanghai, P. R. China
E-mail: mshi@mail.sioc.ac.cn

^b School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, China
E-mail: xytang@mail.hust.edu.cn

Abstract

A Pt(II)-catalyzed cyclization of (hetero)aryl-allenes has been developed, providing controllable synthesis of substituted 2,3-dihydropyrroles and polyheterocyclic skeletons. Another notable feature of this method is the dual-role of the Pt(II) catalyst: initiation of the migration of the (hetero)arylmethylene group and the subsequent Friedel–Crafts type annulation.

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Article information

DOI: https://doi.org/10.1039/C7CC01684K
Article type: Communication
Submitted: 04 Mar 2017
Accepted: 30 Mar 2017
First published: 06 Apr 2017

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Chem. Commun., 2017,53, 5966-5969

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Dual-role of PtCl₂ catalysis in the intramolecular cyclization of (hetero)aryl-allenes for the facile construction of substituted 2,3-dihydropyrroles and polyheterocyclic skeletons

Y. Zhang, Y. Wei, X. Tang and M. Shi, Chem. Commun., 2017, 53, 5966 DOI: 10.1039/C7CC01684K

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