Organic Letters
Letter
On the basis of these results, a tentative mechanism was
proposed in Scheme 4. Initially, the oxygen free radical
conditions. In addition, this strategy can be easily scaled up to
gram-scale, and the desired products can further undergo
diverse transformations.
Scheme 4. Tentative Mechanism for the Tandem Oxidative
Ring-Opening/Cyclization Reaction of 1-Substituted-
Cyclobutanol
ASSOCIATED CONTENT
* Supporting Information
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S
The Supporting Information is available free of charge on the
Experimental procedures and spectral data (PDF)
AUTHOR INFORMATION
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Corresponding Author
ORCID
Present Address
intermediate I was formed by a single electron transfer (SET)
process mediated by CAN. Immediately, with the ring tension
release as the driving force, hemolysis of C−C occurred and
the carbon free radical II was generated. Subsequently, the free
radical addition reaction was conducted, and the delocalized
radical intermediate III formed. Then, another SET process
mediated by CAN occurred such that the aromatization
product was achieved.
The Key Laboratory of Environmentally Friendly Chemistry
and Application of the Ministry of Education, College of
Chemistry, Xiangtan University, Xiangtan 411105 (China)
Author Contributions
‡These authors contributed equally.
Notes
The authors declare no competing financial interest.
Finally, the derivatization of synthesized products is shown
ACKNOWLEDGMENTS
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We are grateful to the National Natural Science Foundation of
Hunan Province (No. 2018JJ2389), National Natural Science
Foundation of China (No. 21402168), and Hunan 2011
Collaborative Innovation Center of Chemical Engineering &
Technology with Environmental Benignity and Effective
Resource Utilization for their support of our research.
Scheme 5. Derivatization of the Cyclization Product
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