Iridium-catalyzed Synthesis of Saturated N-Heterocycles from Aldehydes and SnAP Reagents with Continuous Flow Photochemistry
作者:Chalupat Jindakun、Sheng-Ying Hsieh、Jeffrey W. Bode
DOI:10.1021/acs.orglett.8b00611
日期:2018.4.6
Commercially available tin amine protocol (SnAP) reagents provide a simple approach to the synthesis of a wide variety of saturated N-heterocycles fromaldehydes. In this report, we disclose that the copper(II) promoter and hexafluoroisopropanol can be replaced by photocatalytic conditions using Ir[dF(CF3)ppy]2(dtbbpy)PF6 in CH3CN. Continuous flow photochemical conditions provide a clean, scalable
SnAP reagents for the one-step synthesis of medium-ring saturated N-heterocycles from aldehydes
作者:Cam-Van T. Vo、Michael U. Luescher、Jeffrey W. Bode
DOI:10.1038/nchem.1878
日期:2014.4
Interest in saturated N-heterocycles as scaffolds for the synthesis of bioactive molecules is increasing. Reliable and predictable synthetic methods for the preparation of these compounds, especially medium-sized rings, are limited. We describe the development of SnAP (Sn amino protocol) reagents for the transformation of aldehydes into seven-, eight- and nine-membered saturated N-heterocycles. This