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

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

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. (Figure presented.).

Original languageEnglish
Pages (from-to)779-783
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume360
Issue number4
DOIs
StatePublished - 15 Feb 2018

Keywords

  • aminohydroxylation
  • hypervalent iodine
  • metal-free
  • oxazoline
  • thiazoline
  • thioamination

Fingerprint

Dive into the research topics of 'Hypervalent Iodine-Mediated Alkene Functionalization: Oxazoline and Thiazoline Synthesis via Inter-/Intramolecular Aminohydroxylation and Thioamination'. Together they form a unique fingerprint.

Cite this