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

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 a...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-01, Vol.57 (1), p.49-52
Main Authors: Ma, Jinliang, Liu, Tong-Xin, Zhang, Pengling, Zhang, Chuanjie, Zhang, Guisheng
Format: Article
Language:English
Subjects:
Derivatives
Fullerenes
Palladium
Substrates
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Summary: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. A new, general and practical method for the preparation of novel and diverse [60]fullerene-fused spiro[4,5]/[5,5] derivatives through palladium-catalyzed domino spirocyclization was developed.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc07143a