An Interrupted Schmidt Reaction: C–C Bond Formation Arising from Nitrilium Ion Capture,Organic Letters

当前位置： X-MOL 学术 › Org. Lett. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

An Interrupted Schmidt Reaction: C–C Bond Formation Arising from Nitrilium Ion Capture
Organic Letters ( IF 4.9 ) Pub Date : 2018-10-02 00:00:00 , DOI: 10.1021/acs.orglett.8b02531
Manwika Charaschanya ₁ , Kelin Li ₁ , Hashim F. Motiwala ₁ , Jeffrey Aubé ₁

Affiliation

The rerouting of the nitrilium ion formed in the Schmidt reaction of ketones and TMSN₃ to encompass C–C bond formation with an electron-rich aromatic group is reported. Thus, when the reaction is carried out in HFIP using AlCl₃ or AlBr₃ as the promoter, imines, iminium ions, or enamide derivatives are obtained through one-pot procedures. The scope and possible mechanisms of these new transformations are considered.

中文翻译：

施密特反应中断：氮离子捕获引起的CC键形成

据报道，在酮和TMSN ₃的施密特反应中形成的腈离子重排，以包含具有富电子芳族基团的C–C键形成。因此，当使用AlCl ₃或AlBr ₃作为促进剂在HFIP中进行反应时，通过一锅法获得亚胺，亚胺离子或酰胺衍生物。考虑了这些新转换的范围和可能的机制。

更新日期：2018-10-02

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南