pida介导的1,5-氢原子转移（HAT）†合成叠氮多甲基取代酮的片段偶联

IF 4.2 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Communications Pub Date : 2025-09-25 DOI:10.1039/d5cc04895h

Santosh J. Gharpure, Anusha Khandelwal, Rupali S. Chavan

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引用次数: 0

摘要

pida介导的TMSN3、均烯醇和缺电子炔/烯的段偶联得到γ-氮基酮酯/腈/膦酸盐/砜。这些不含金属的转化通过自由基介导的1,5- hat进行，随后氧化，产生具有优异立体选择性的γ-氮基酮衍生物。这种操作简单的三组分耦合包括在一个步骤中形成C- n， C-C， C- h和C=O键。方案1。未活化烯烃叠氮化的远程功能化。

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PIDA-Mediated Segment Coupling for the Synthesis of Azidomethyl Substituted Ketones via 1,5-Hydrogen Atom Transfer (HAT) †

PIDA-mediated segment coupling of TMSN3, homoallylic alcohol and electron-deficient alkyne/alkene gives γ-azido keto ester/nitrile/phosphonate/sulfones. These metal-free transformations proceed via radical-mediated 1,5-HAT, followed by oxidation, to provide γ-azido keto derivatives with excellent stereoselectivity. This operationally simple three-component coupling involves the formation of C-N, C-C, C-H, and C=O bonds in a single step. Scheme 1. Remote functionalization using azidation of unactivated olefins.

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来源期刊

Chemical Communications 化学-化学综合

CiteScore

8.60

自引率

4.10%

发文量

2705

审稿时长

1.4 months

期刊介绍： ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.