Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue 11, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202200486
Keywords
2-Alkyl phenols; 2-amino-4H-chromenes; electrochemical reaction; ortho-Quinone methides
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Funding
- Basic Science Research Program through the National Research Foundation of Korea [NRF-2021-R1I1A3044807, 2021R1A6A1A03039503]
- Soonchunhyang University Research Fund
- National Research Foundation of Korea [2021R1A6A1A03039503] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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This study describes an electrochemical C-H oxidation/conjugate addition/cyclization reaction that enables the reaction between 2-alkyl phenols and malononitrile under mild reaction conditions, resulting in the synthesis of various 2-amino-4H-chromene derivatives in high yields. This method offers an environmentally friendly approach by eliminating the use of stoichiometric amounts of external redox reagents.
Electrochemical C-H oxidation/conjugate addition/cyclization sequences of 2-alkyl phenols with malononitrile are described. This transformation is an environmentally friendly approach by successfully avoiding the use of stoichiometric amounts of external redox reagents. Various 2-amino-4H-chromene derivatives are afforded in moderate to high yields through a one-pot process from 2-benzyl or 2-cinnamyl phenol derivatives under mild reaction conditions.
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