Palladium-catalyzed domino spirocyclization of [60]fullerene: synthesis of diverse [60]fullerene-fused spiro[4,5]/[5,5] derivatives

Jinliang Ma; Tong-Xin Liu; Pengling Zhang; Chuanjie Zhang; Guisheng Zhang

doi:10.1039/D0CC07143A

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Palladium-catalyzed domino spirocyclization of [60]fullerene: synthesis of diverse [60]fullerene-fused spiro[4,5]/[5,5] derivatives†

Jinliang Ma,^a Tong-Xin Liu,

*^a Pengling Zhang,^a Chuanjie Zhang^a and Guisheng Zhang

*^a

Author affiliations

* Corresponding authors

^a Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China
E-mail: liutongxin_0912@126.com, zgs6668@yahoo.com

Abstract

Herein a new, general and practical method for the spirocyclization of [60]fullerene through a palladium-catalyzed domino Heck/C–H activation reaction is presented. A wide range of novel [60]fullerene-fused spirocyclic derivatives can be easily and flexibly synthesized with a broad substrate scope and excellent functional-group tolerance. A plausible mechanism involving an alkyl Pd(II) species as a key intermediate has been proposed.

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Article information

DOI: https://doi.org/10.1039/D0CC07143A
Article type: Communication
Submitted: 28 Oct 2020
Accepted: 18 Nov 2020
First published: 18 Nov 2020

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Chem. Commun., 2021,57, 49-52

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Palladium-catalyzed domino spirocyclization of [60]fullerene: synthesis of diverse [60]fullerene-fused spiro[4,5]/[5,5] derivatives

J. Ma, T. Liu, P. Zhang, C. Zhang and G. Zhang, Chem. Commun., 2021, 57, 49 DOI: 10.1039/D0CC07143A

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Chemical Communications

Palladium-catalyzed domino spirocyclization of [60]fullerene: synthesis of diverse [60]fullerene-fused spiro[4,5]/[5,5] derivatives†

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Palladium-catalyzed domino spirocyclization of [60]fullerene: synthesis of diverse [60]fullerene-fused spiro[4,5]/[5,5] derivatives

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