Orejarena Pacheco Julio Cesar, Pusch Stefan, Geske Leander, Opatz Till
Institute of Organic Chemistry, University of Mainz, Duesbergweg 10-14, D-55128 Mainz, Germany.
J Org Chem. 2021 Feb 5;86(3):2760-2771. doi: 10.1021/acs.joc.0c02737. Epub 2021 Jan 26.
Herein, the design and development of a new one-pot and metal-free oxidative C-H activation/aza-Prins type cyclization of alkynylamines is reported. The scope of this method was demonstrated by the preparation of ten new pyrido[2,1-]isoquinolines in moderate to high yields (38-92%). Furthermore, a mechanistic proposal for the alkyne aza-Prins cyclization is described based on DFT calculations.
本文报道了一种新型的一锅法、无金属的炔胺氧化C-H活化/氮杂-Prins型环化反应的设计与开发。通过制备十种新的吡啶并[2,1-]异喹啉,以中等至高产率(38-92%)证明了该方法的适用范围。此外,基于密度泛函理论计算描述了炔烃氮杂-Prins环化反应的机理推测。