Trapping of Arynes with In Situ Generated Aryltrifluoromethylnitrones Enables Access to Trifluoromethylated Benzoxazolines
Muhammad Fahad Jamali, Mumtaz Ahmad, Sanoop P. Chandrasekharan and Kishor Mohanan*
*CSIR-Central Drug Research Institute, BS-10/1, Sector 10,
Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India, Email:
kishor.mohanan
cdri.res.in
M. F. Jamali, M. Ahmad, S. P. Chandrasekharan, K. Mohanan, Org. Lett., 2023, 25, 7551-7556.
DOI: 10.1021/acs.orglett.3c02895
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Abstract
In situ generated aryltrifluoromethylnitrones can be trapped with arynes to access trifluoromethylated benzoxazolines in high yields. This three-component strategy involves a nitrone formation/[3 + 2] cycloaddition/thermal rearrangement cascade.
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proposed mechanism
Key Words
benzoxazolines, multicomponent reactions
ID: J54-Y2023
