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Formamide Catalysis Facilitates the Transformation of Aldehydes into Geminal Dichlorides
Synthesis ( IF 2.2 ) Pub Date : 2019-04-16 , DOI: 10.1055/s-0037-1611798
Peter Helmut Huy 1
Affiliation  

Abstract

Herein, a novel method for the transformation of aldehydes into geminal dichlorides based on phthaloyl chloride as reagent and N-formylpyrrolidine as Lewis base catalyst is disclosed. Given the mild reaction conditions, the current protocol is distinguished by high levels of functional group compatibility and scalability and is operationally simple. The in situ formation of a Vilsmeier Haack reagent type intermediate is likely to be essential for this organocatalytic nucleophilic substitution reaction.

Herein, a novel method for the transformation of aldehydes into geminal dichlorides based on phthaloyl chloride as reagent and N-formylpyrrolidine as Lewis base catalyst is disclosed. Given the mild reaction conditions, the current protocol is distinguished by high levels of functional group compatibility and scalability and is operationally simple. The in situ formation of a Vilsmeier Haack reagent type intermediate is likely to be essential for this organocatalytic nucleophilic substitution reaction.



中文翻译:

甲酰胺催化促进醛向二氯化锗的转化

抽象的

在此,公开了一种以邻苯二甲酰氯为试剂,以N-甲酰基吡咯烷为路易斯碱催化剂,将醛类转化为双氯化物的新方法。在温和的反应条件下,当前协议的特点是功能组兼容性高和可伸缩性高,并且操作简单。Vilsmeier Haack试剂类型中间体的原位形成可能是这种有机催化亲核取代反应必不可少的。

在此,公开了一种以邻苯二甲酰氯为试剂,以N-甲酰基吡咯烷为路易斯碱催化剂,将醛类转化为双氯化物的新方法。在温和的反应条件下,当前协议的特点是功能组兼容性高和可伸缩性高,并且操作简单。Vilsmeier Haack试剂类型中间体的原位形成可能是这种有机催化亲核取代反应必不可少的。

更新日期:2019-04-16
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