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一种用于简便合成脒和亚胺酯(亚胺酰氟中间体)的改良贝克曼重排反应。

A modified Beckmann rearrangement for the facile synthesis of amidines and imidates imidoyl fluoride intermediates.

作者信息

Vogel James A, Miller Kirya F, Shin Eunjeong, Krussman Jenna M, Melvin Patrick R

机构信息

Department of Chemistry, Bryn Mawr College Bryn Mawr Pennsylvania 19010 USA

出版信息

RSC Adv. 2023 Oct 13;13(43):30129-30132. doi: 10.1039/d3ra06561h. eCollection 2023 Oct 11.

Abstract

Herein, we report a modified Beckmann rearrangement using sulfone iminium fluoride (SIF) reagents to rapidly synthesize imidoyl fluoride intermediates. Subsequently, amidine and imidate products can be formed following the introduction of amine and alcohol nucleophiles, respectively. Overall, approximately 50 amidine and imidate products have been isolated in high yields utilizing mild conditions.

摘要

在此,我们报道了一种使用砜亚胺氟化物(SIF)试剂的改良贝克曼重排反应,用于快速合成亚氨基氟中间体。随后,分别引入胺和亲核醇后可形成脒和亚氨酸酯产物。总体而言,在温和条件下已高产率地分离出约50种脒和亚氨酸酯产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b6c7/10573916/7f33ef2a3719/d3ra06561h-f1.jpg

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