Electrochemically Initiated Tandem and Sequential Conjugate Addition Processes: One-Pot Synthesis of Diverse Functionalized Isoindolinones

被引:43
作者
Antico, Pasqualmorica [1 ]
Capaccio, Vito [1 ]
Di Mola, Antonia [2 ]
Massa, Antonio [1 ]
Palombi, Laura [1 ]
机构
[1] Univ Salerno, Dipartimento Chim & Biol, I-84084 Fisciano, Sa, Italy
[2] Univ Salerno, Dipartimento Sci Farmaceut, I-84084 Fisciano, Sa, Italy
关键词
electrosynthesis; hemiaminals; isoindolinones; one-pot Michael addition; tandem reactions; DYNAMIC COMBINATORIAL RESOLUTION; 3-SUBSTITUTED ISOINDOLINONES; ORGANIC ELECTROSYNTHESIS; ACETOACETIC DERIVATIVES; SUPPORTING ELECTROLYTE; DOMINO REACTIONS; CONDENSATION; GENERATION; SALICYLALDEHYDES; REARRANGEMENT;
D O I
10.1002/adsc.201200065
中图分类号
O69 [应用化学];
学科分类号
070301 [无机化学];
摘要
A tandem aldolheterocyclizationrearrangement reaction and one-pot sequential Michael addition allowed a direct access to highly functionalized 3-isoindolinones containing quaternary carbon centers. The desired products are obtained under mild conditions and in short reaction times by galvanostatic electrolysis in a divided cell. A further tandem intramolecular heterocyclization reaction leading to synthetically relevant hemiaminal derivatives has been established with suitable Michael acceptors.
引用
收藏
页码:1717 / 1724
页数:8
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