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利用自组装的间苯二酚杯[4]胶囊实现含氮吡咯的原子经济性合成方法。

An Atom-Economical Method for the Formation of Amidopyrroles Exploiting the Self-Assembled Resorcinarene Capsule.

机构信息

Laboratory of Supramolecular Chemistry, Dipartimento di Chimica e Biologia "A. Zambelli", Università di Salerno, Via Giovanni Paolo II 132, I-84084 Fisciano, Salerno, Italy.

出版信息

Org Lett. 2020 Apr 3;22(7):2590-2594. doi: 10.1021/acs.orglett.0c00529. Epub 2020 Mar 16.

Abstract

Here is reported the first example of an organocatalyzed coupling between pyrrole and isocyanates in a nanoconfined space. The hexameric resorcinarene capsule is able to catalyze the direct coupling between isocyanates and pyrroles to give amidopyrroles with excellent yields and selectivities. The reaction catalyzed by prevents the use of expensive and poorly atom-economical reagents. As in natural enzymes, the cavity of is able to discriminate between isomeric substrates.

摘要

这里报道了首例在纳米受限空间中吡咯与异氰酸酯的有机催化偶联反应。六聚体杯芳烃胶囊能够催化异氰酸酯和吡咯的直接偶联反应,以高产率和高选择性得到酰胺基吡咯。由 催化的反应避免了使用昂贵且原子经济性差的试剂。与天然酶一样, 的空腔能够区分异构底物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6424/7997627/a09db0658786/ol0c00529_0001.jpg

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