Nucleophilic Addition of Grignard Reagents to 3-Acylindoles: Stereoselective Synthesis of Highly Substituted Indoline Scaffolds
文献类型:期刊论文
作者 | Wang L(王璐) ; Shao YS(邵羽裳) ; Liu YH(刘元红) |
刊名 | Org. Lett. |
出版日期 | 2012 |
卷号 | 14期号:15页码:3978-3981 |
ISSN号 | 1523-7060 |
其他题名 | 格氏试剂对3-酰基吲哚的亲核加成反应:立体选择性合成多取代吲哚啉衍生物 |
通讯作者 | 刘元红 |
英文摘要 | 3-Acylindoles undergo nucleophilic-type reactions with Grignard reagents to efficiently afford either cis- or trans-substituted indolines, depending on the different quenching procedures. The enolate intermediate could be trapped by aryl acyl chlorides to provide indolines bearing a quaternary carbon center with high stereoselectivity. In contrast, the use of benzyl bromide as an electrophile results in the fragmentation of the indole ring. The indoline products could be easily transformed Into indoles through oxidation with DDQ in a one-pot manner. |
学科主题 | 金属有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/ol301750b |
语种 | 英语 |
WOS记录号 | WOS:000307041600043 |
公开日期 | 2013-08-22 |
源URL | [http://202.127.28.38/handle/331003/28107] |
专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
推荐引用方式 GB/T 7714 | Wang L,Shao YS,Liu YH. Nucleophilic Addition of Grignard Reagents to 3-Acylindoles: Stereoselective Synthesis of Highly Substituted Indoline Scaffolds[J]. Org. Lett.,2012,14(15):3978-3981. |
APA | 王璐,邵羽裳,&刘元红.(2012).Nucleophilic Addition of Grignard Reagents to 3-Acylindoles: Stereoselective Synthesis of Highly Substituted Indoline Scaffolds.Org. Lett.,14(15),3978-3981. |
MLA | 王璐,et al."Nucleophilic Addition of Grignard Reagents to 3-Acylindoles: Stereoselective Synthesis of Highly Substituted Indoline Scaffolds".Org. Lett. 14.15(2012):3978-3981. |
入库方式: OAI收割
来源:上海有机化学研究所
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