Post-Ugi carbocyclization/fragmentation sequence for the synthesis of 6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-ones

被引：18

作者：

Tran Thi Thu Trang ^{[1
,2
]}

Peshkov, Anatoly A. ^{[1
]}

Jacobs, Jeroen ^{[3
]}

Van Meervelt, Luc ^{[3
]}

Peshkov, Vsevolod A. ^{[4
]}

Van der Eycken, Erik V. ^{[1
]}

机构：

[1] Univ Leuven KU Leuven, Dept Chem, Lab Organ & Microwave Assisted Chem, B-3001 Louvain, Belgium

[2] Hanoi Natl Univ Educ, Hanoi, Vietnam

[3] Univ Leuven KU Leuven, Dept Chem, Biomol Architecture, B-3001 Louvain, Belgium

[4] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 22期

关键词：

Ugi reaction; Cyclization; 6,7-Dihydro-5H-pyrrolo[3,4-b]pyridin-5-ones; Aerobic oxidation; MULTICOMPONENT REACTIONS;

D O I：

10.1016/j.tetlet.2015.03.092

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A two-step one-pot sequence, involving Ugi reaction followed by base-promoted carbocyclization accompanied by cleavage of the isocyanide-originated amide moiety, has been successfully elaborated in order to provide a fast access to 6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-ones. When the cyclizations were run under air atmosphere a subsequent oxidation occurred producing oxidized 7-hydroxy-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-ones. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：2882 / 2886

页数：5

共 26 条

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