AgOTf-catalyzed sequential synthesis of 4-isoquinolones via oxidative ring opening of aziridines and aza-Michael addition,Organic & Biomolecular Chemistry

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AgOTf-catalyzed sequential synthesis of 4-isoquinolones via oxidative ring opening of aziridines and aza-Michael addition
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2017-09-12 00:00:00 , DOI: 10.1039/c7ob02167d
Siyang Xing _{1,

2,

3,

4,

5} , Hong Cui _{1,

2,

3,

4,

5} , Nan Gu _{1,

2,

3,

4,

5} , Ying Li _{1,

2,

3,

4,

5} , Kui Wang _{1,

2,

3,

4,

5} , Dawei Tian _{1,

2,

3,

4,

5} , Jiajing Qin _{1,

2,

3,

4,

5} , Qiaoyang Liu _{1,

2,

3,

4,

5}

Affiliation

An efficient AgOTf-catalyzed sequential reaction involving the oxidative ring-opening of aziridines by DMSO and aza-Michael addition has been developed. A series of 2,3-dihydro-4(1H)-isoquinolones were afforded in moderate to good yields by the formation of one new C [double bond, length as m-dash]

O bond and one new C–N bond. The features of this sequential reaction include high bonding efficiency, use of a catalytic amount of catalysts, a broad substrate scope and mild conditions. This methodology provides a good choice for constructing the libraries of 2,3-dihydro-4(1H)-isoquinolones.

中文翻译：

AgOTf通过氮丙啶的氧化开环和氮杂-迈克尔加成反应催化4-异喹啉酮的顺序合成

已经开发了一种有效的AgOTf催化的顺序反应，该反应涉及通过DMSO和氮杂-迈克尔加成反应使氮丙啶类化合物的氧化开环。通过形成一个新的C O键和一个新的C–N键，可以中等到良好的产率获得一系列的2,3-二氢-4（1 H）-异喹诺酮类药物 [双键，长度为m-破折号]