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Copper-Catalyzed Functionalizations of C60 with Amino Alcohols
- Source :
- The Journal of Organic Chemistry. 82:5873-5880
- Publication Year :
- 2017
- Publisher :
- American Chemical Society (ACS), 2017.
-
Abstract
- CuI-catalyzed diverse functionalizations of C60 with amino alcohols with aerobic oxygen as the sole oxidant have been explored. For 2-/3-amino alcohols, an aminooxygenation reaction occurs to generate fulleromorpholine and fullerooxazepane derivatives. When a tethered furan ring exists, a further intramolecular [4 + 2] reaction with the neighboring double bond occurs to furnish the cis-1 products. In the case of 4-/5-amino alcohols, methanofullerenes linking with cyclic amides are obtained through cyclic enamine intermediates.
- Subjects :
- chemistry.chemical_classification
Double bond
010405 organic chemistry
Chemistry
Organic Chemistry
chemistry.chemical_element
010402 general chemistry
Ring (chemistry)
01 natural sciences
Oxygen
0104 chemical sciences
Enamine
chemistry.chemical_compound
Furan
Intramolecular force
Copper catalyzed
Organic chemistry
Subjects
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 82
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi...........a85edc6cf3f09a0139eed199145c61cd