Hypervalent Iodine‐Mediated Alkene Functionalization: Oxazoline and Thiazoline Synthesis via Inter‐/Intramolecular Aminohydroxylation and Thioamination

Hyeonho Jeon, Darong Kim, Ji Hoon Lee, Jaeyoung Song, Won Seok Lee, Dong Wook Kang, Soosung Kang, Seok Beom Lee, Sungwook Choi, Ki Bum Hong

Advanced Synthesis & Catalysis · 2017 · 24 citations · 40 references

Concepts

Abstract

Abstract 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. magnified image

References

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