Two-Step Route to Diverse N-Functionalized Peptidomimetic-like Isatins through an Oxidation/Intramolecular Oxidative-Amidation Cascade of Ugi Azide and Ugi Three-Component Reaction Products

被引：28
作者：
Foley, Christopher [1 ]
Shaw, Arthur [2 ]
Hulme, Christopher [1 ,2 ]
机构：
[1] Univ Arizona, Coll Sci, Dept Chem & Biochem, Tucson, AZ 85721 USA
[2] Univ Arizona, Coll Pharm, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 19期
关键词：
MULTICOMPONENT REACTIONS; SELENIUM DIOXIDE; CONFORMATIONAL MIMICRY; ALPHA-KETOAMIDES; DERIVATIVES; STRATEGY; ALDEHYDES; WELWITINDOLINONE; ALKYLATION; INHIBITORS;
D O I：
10.1021/acs.orglett.6b02383
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two-step methodology described herein showcases the first example of an oxidation/oxidative amidation cyclization cascade of MCR products toward diverse N-functionalized isatins. Products of both the Ugi 3CR and the Ugi azide reactions are oxidatively cyclized through a postcondensation process utilizing selenium dioxide. This methodology was found to be applicable for the generation of bispeptidomimetic-like isatins containing multiple points of diversification.
引用
收藏
页码：4904 / 4907
页数：4
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