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Updated: Jun 12, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

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Published on: September 8, 2013

键激活使未被激活的烯酸与简单的氨基氨基酸酶的亚齐里丁化成为可能

Phong Thai¹, Lauv Patel¹, Diyasha Manna¹

¹Department of Chemistry, Texas A&M University, College Station TX, 77843, USA.

Beilstein journal of organic chemistry

|September 18, 2024

概括

这项研究表明,六化醇 (HFIP) 激活了用于无金属基转移 (NGT) 催化物的伊米诺胺. 这使得olefins的直接aziridination,绕过过渡金属催化剂的需要.

科学领域:

有机化学有机化学
催化剂是一种催化剂.
超价化学超价化学

背景情况:

伊米诺胺是用于基转移 (NGT) 催化中的高价试剂.
通常,NGT需要过渡金属催化剂与未激活的烯酸由于iminoiodinanes的低电友性.
在没有金属催化剂的情况下,通过iminoiodinanes直接对未被激活的olefins进行亚齐里丁化是具有挑战性的.

研究的目的:

为了研究iminoiodinanes的无金属激活为olefin亚齐里迪纳化.
探索1,1,1,3,3,3-hexafluoroisopropanol (HFIP) 在激活这些试剂中的作用.
为了阐明HFIP介导的亚齐里迪纳的机制.

主要方法:

使用的N-arylsulfonamide衍生的 iminoiodinanes. 使用的N-arylsulfonamide衍生的 iminoiodinanes. 使用的N-arylsulfonamide衍生的 iminoiodinanes.
作为活性溶剂使用1,1,1,3,3,3-hexafluoroisopropanol (HFIP) 作为活性溶剂.
进行了1H NMR和循环电压测量 (CV) 研究.
与未被激活的烯进行了阿齐里迪纳化反应.

主要成果:

在HFIP中,iminoiodinanes被激活,用于非激活的olefins的无金属亚齐里丁化.
在HFIP和iminoiodinanes之间的结产生一个活跃的NGT氧化剂.
在1,2-非置换的烯酸的亚齐里丁化中的立体化学混杂表明了碳酸介质.

结论:

HFIP提供了一种简单的方法来激活无金属NGT的iminoiodinanes.
结合显著提高了iminoiodinanes的反应性.
醇可以在NGT催化过程中发挥化学活性作用.

关键词:

激活H键的激活方式亚齐里丁的化电化学电化学电化学过高价值的.亚转移转移的亚.

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