Radical Decarboxylative Cyanomethylation of Aliphatic Carboxylic Acids and Uronic Acids via Vinyl Azide Cascade Fragmentation  

作　　者：Linhua Xu Qishuai Li Dongwei Li Xin Zhou Ni Song Peng Wang Ming Li 

机构地区：[1]Molecular Synthesis Center,Key Laboratory of Marine Medicine,Chinese Ministry of Education,School of Medicine and Pharmacy,Ocean University of China,Qingdao,Shandong 266003,China [2]Laboratory for Marine Drugs and Bioproducts,National Laboratory for Marine Science and Technology,Qingdao,Shandong 266237,China

出　　处：《Chinese Journal of Chemistry》2023年第10期1191-1197,共7页中国化学（英文版）

基　　金：support from the National Natural Science Foundation of China(Nos.21977088,21672194);the National Natural Science Foundation of China-Shandong Joint Fund(No.U1906213);the Shandong Provincial National Natural Science Foundation(No.ZR2018MB015).

摘　　要：A direct oxidative radical decarboxylative cyanomethylation of carboxylic acids is described using 3-azido-2-methylbut-3-en-2-ol as the carbon-centered radical acceptor.The transformation is applicable to structurally diverseα-amino acids,α-oxy acids,α-keto ac-ids,pentofuranuronic acids,and hexopyranuronic acids.The mechanistic investigations suggest that a radical process is involved in the transformation.This work provides a potential approach toβ-amino acid,5-deoxy-hexofuranose,and 6-deoxy-heptose con-structs of biological relevance.

关 键 词：CYANIDES Carboxylic acids Carbohydrates Radical decarboxylation Cyanomethylation 

分 类 号：O621.251[理学—有机化学]