Reaction of [60]fullerene with α-alkoxyl/acyloxyl/phenolyl ketoxime: unusual C–C and C–O bond cleavage

Reaction of [60]fullerene with α-alkoxyl/phenolyl/acyloxyl ketoxime in the presence of sodium carbonate afforded fulleroisoxazoline or fullerooxazine derivatives via C–C or C–O bond cleavage respectively. O2 was proved to be essential to the reaction.

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Bibliographic Details
Published in:Tetrahedron letters 2013-03, Vol.54 (11), p.1428-1431
Main Authors: Yang, Hai-Tao, Ren, Wen-Long, Ruan, Xiao-Jiao, Tian, Zong-Yong, Liang, Xi-Chen, Han, Chen, Sun, Xiao-Qiang, Miao, Chun-Bao
Format: Article
Language:English
Subjects:
Fullerene
Fulleroisoxazoline
Fullerooxazine
Ketoxime
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Summary:Reaction of [60]fullerene with α-alkoxyl/phenolyl/acyloxyl ketoxime in the presence of sodium carbonate afforded fulleroisoxazoline or fullerooxazine derivatives via C–C or C–O bond cleavage respectively. O2 was proved to be essential to the reaction.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.12.123