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可见光诱导的使用CFSONa和氧气的DDQ催化氟代氨基甲酰化反应

Visible-Light-Induced DDQ-Catalyzed Fluorocarbamoylation Using CFSONa and Oxygen.

作者信息

Cho Huijeong, Jang Seonga, Lee Kangjoo, Cha Dohoon, Min Sun-Joon

机构信息

Department of Applied Chemistry, Hanyang University ERICA, Ansan, Gyeonggi-do 15588, Republic of Korea.

Center for Bionano Intelligence Education and Research, Hanyang University ERICA, Ansan, Gyeonggi-do 15588, Republic of Korea.

出版信息

Org Lett. 2023 Dec 8;25(48):8558-8563. doi: 10.1021/acs.orglett.3c03335. Epub 2023 Nov 21.

Abstract

The synthesis of carbamoyl fluorides via visible-light induced DDQ catalysis of secondary amines is described. This protocol employs sodium trifluorosulfinate and molecular oxygen for the generation of carbonyl difluoride, which is reacted with amines to afford the corresponding carbamoyl fluorides efficiently. Moreover, carbamoyl fluorides are easily transformed to synthetically useful carbonyl compounds under mild reaction conditions.

摘要

本文描述了通过可见光诱导的DDQ催化仲胺合成氨基甲酰氟的方法。该方案使用三氟亚磺酸钠和分子氧生成二氟甲酰,其与胺反应可有效得到相应的氨基甲酰氟。此外,在温和的反应条件下,氨基甲酰氟很容易转化为具有合成用途的羰基化合物。

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