A metal-free oxidative difunctionalization of N-allylamides and N-allylthioamides has been developed. This system features the use of a hypervalent iodine oxidant with electron-deficient amines to access 5-amino-oxazoline and thiazoline scaffolds under mild conditions. Notably, various electron-deficient amines were systematically evaluated and we verified the reaction profile was originated from an attached (benzene)sulfonyl group. (Figure presented.).
Bibliographical noteFunding Information:
This work was supported by the DRC program funded by the National Research Council of Science & Technology (DRC-15-01-KRICT) and Basic Science Research Program through the National Research Foundation of Korea funded by the Ministry of Education, Science and Technology (2015R1D1 A3 A01020384). We thank Dr. Dohyun Moon (POHANG ACCELERATOR LABORATORY) for his help with the X-ray data refinement.
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- hypervalent iodine