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Hypervalent Iodine‐Mediated Alkene Functionalization: Oxazoline and Thiazoline Synthesis via Inter‐/Intramolecular Aminohydroxylation and Thioamination
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2017-12-18 , DOI: 10.1002/adsc.201701087
Hyeonho Jeon 1, 2 , Darong Kim 1 , Ji Hoon Lee 1 , Jaeyoung Song 1 , Won Seok Lee 1 , Dong Wook Kang 2 , Soosung Kang 3 , Seok Beom Lee 4 , Sungwook Choi 4 , Ki Bum Hong 1
Affiliation  

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.

中文翻译:

高价碘介导的烯烃功能化:通过分子间/分子内氨基羟基化和硫胺化合成恶唑啉和噻唑啉

已开发出N-烯丙酰胺和N-烯丙硫酰胺的无金属氧化双官能团。该系统的特点是在温和条件下,使用具有电子缺陷胺的高价碘氧化剂访问5-氨基恶唑啉和噻唑啉支架。值得注意的是,对各种电子不足的胺进行了系统的评估,我们证实了反应谱源于连接的(苯)磺酰基。
更新日期:2017-12-18
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