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Amphos-Mediated Conversion of Alkyl Azides to Diazo Compounds and One-Pot Azide-Site Selective Transient Protection, Click Conjugation, and Deprotective Transformation
Organic Letters ( IF 5.2 ) Pub Date : 2024-03-19 , DOI: 10.1021/acs.orglett.4c00566
Hiroki Tanimoto 1 , Ryo Adachi 1 , Kodai Tanisawa 1 , Takenori Tomohiro 1
Affiliation  

A one-pot conversion of alkyl azides to diazo compounds is outlined. After the reaction of α-azidocarbonyl compounds with Amphos, treatment of the resulting phosphazides with silica gel in a wet solvent afforded α-diazo carbonyl products. Through the azido group protection property of Amphos, inter- and intramolecular azide-site selective reactions of azido group protection, click functionalization, and deprotection of the diazo group have been demonstrated in one pot.

中文翻译:

Amphos 介导的烷基叠氮化物向重氮化合物的转化和一锅叠氮化物位点选择性瞬时保护、点击共轭和去保护转化

概述了烷基叠氮化物向重氮化合物的一锅转化。 α-叠氮羰基化合物与Amphos反应后,在湿溶剂中用硅胶处理所得磷酰肼,得到α-重氮羰基产物。通过Amphos的叠氮基保护特性,叠氮基保护、点击官能化和重氮基脱保护的分子间和分子内叠氮化物位点选择性反应已被一锅展示。
更新日期:2024-03-19
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