Laboratory of Organic Chemistry, Department of Chemistry and Applied Biosciences , ETH Zürich , 8093 Zürich , Switzerland.
Org Lett. 2018 Apr 6;20(7):2071-2075. doi: 10.1021/acs.orglett.8b00611. Epub 2018 Mar 20.
Commercially available tin amine protocol (SnAP) reagents provide a simple approach to the synthesis of a wide variety of saturated N-heterocycles from aldehydes. In this report, we disclose that the copper(II) promoter and hexafluoroisopropanol can be replaced by photocatalytic conditions using IrdF(CF)ppyPF in CHCN. Continuous flow photochemical conditions provide a clean, scalable approach to valuable products including morpholines, piperazines, thiomorpholines, diazepanes, and oxazepanes from aldehyde starting materials.
市售的锡胺议定书（SnAP）试剂为从醛类合成各种饱和 N-杂环化合物提供了一种简单的方法。在本报告中，我们披露铜（II）促进剂和六氟异丙醇可以被使用 IrdF(CF)ppyPF 的光催化条件代替，在 CHCN 中进行。连续流动光化学条件为从醛类起始原料合成有价值的产物，包括吗啡啉、哌嗪、硫代吗啉、二氮杂环庚烷和恶唑烷，提供了一种清洁、可扩展的方法。
