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Organocatalytic N-formylation of amines by CO2 in batch and continuous flow
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2022-11-21 , DOI: 10.1039/d2qo01711c
Nicola Zanda 1, 2 , Ludovica Primitivo 1 , Moreshwar Chaudhari 1 , Arjan W. Kleij 1, 3 , Miquel À. Pericàs 1, 2
Affiliation  

A continuous flow organocatalytic synthesis of formamides has been developed using amines and CO2 reaction partners in the presence of a silane reductant. The process is conducted under comparatively mild reaction conditions and allows the preparation of a broad family of N-substituted formamides in good yield. The heterogenized catalyst is a PS-supported superbase (DBU), while (MeO)3SiH proved to be the most efficient reductant. The reaction was first optimized in batch mode, giving access to fifteen different N-substituted formamide products. The optimized conditions were then used as input to develop a proof-of-concept continuous flow process based on the model substrate N-phenyl aniline thereby providing N-methyl-N-phenyl formamide as target with good productivity.

中文翻译:

CO2 间歇和连续流有机催化胺的 N-甲酰化

在硅烷还原剂存在下,使用胺和 CO 2反应伴侣开发了甲酰胺的连续流动有机催化合成。该过程在相对温和的反应条件下进行,并允许以良好的产率制备广泛的N-取代甲酰胺。多相催化剂是 PS 负载的超级碱 (DBU),而 (MeO) 3 SiH 被证明是最有效的还原剂。首先以分批模式优化反应,获得十五种不同的N-取代甲酰胺产物。然后将优化条件用作输入,以开发基于模型基板N的概念验证连续流过程-苯基苯胺从而以良好的生产率提供N-甲基-N-苯基甲酰胺作为目标。
更新日期:2022-11-21
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