Palladium-catalyzed decarboxylative heterocyclizations of [60]fullerene: preparation of novel vinyl-substituted [60]fullerene-fused tetrahydrofurans/pyrans/quinolines

A general and practical methodology for the preparation of novel vinyl-substituted [60]fullerene-fused tetrahydrofurans/pyrans/quinolines through palladium-catalyzed decarboxylative heterocyclizations of [60]fullerene with vinylethylene/2-alkylidenetrimethylene carbonates and vinyl carbamates was de...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-11, Vol.55 (96), p.14498-1451
Main Authors: Liu, Qingfeng, Liu, Tong-Xin, Ru, Yifei, Zhu, Xue, Zhang, Guisheng
Format: Article
Language:English
Subjects:
Additives
Carbamates (tradename)
Carbonates
Chemical reactions
Fullerenes
Organic compounds
Palladium
Substitutes
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Summary:A general and practical methodology for the preparation of novel vinyl-substituted [60]fullerene-fused tetrahydrofurans/pyrans/quinolines through palladium-catalyzed decarboxylative heterocyclizations of [60]fullerene with vinylethylene/2-alkylidenetrimethylene carbonates and vinyl carbamates was developed. Without additives or ligands, the Pd(PPh 3 ) 4 -catalyzed transformations undergo decarboxylative O - and N -heteroannulation processes to efficiently furnish structurally diverse [60]fullerene-fused heterocyclic derivatives. A general and practical methodology for the preparation of vinyl-substituted C 60 -fused tetrahydrofurans/pyrans/quinolones via palladium-catalyzed decarboxylative heterocyclizations of C 60 with cyclic carbonates was developed.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc07950e