取代的硝基烯烃和二吡咯甲烷卟啉

-Substituted Corroles from Nitrosoalkenes and Dipyrromethanes.

机构信息

CQC and Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal.

出版信息

J Org Chem. 2020 Mar 6;85(5):3328-3335. doi: 10.1021/acs.joc.9b03151. Epub 2020 Feb 11.

DOI:10.1021/acs.joc.9b03151

PMID:31989827

Abstract

The synthesis of bilanes and hexapyrroles containing an oxime functionality, prepared by two and three consecutive hetero-Diels-Alder reactions (or conjugated additions) between nitrosoalkenes and dipyrromethanes, is described. Bilanes underwent oxidative macrocyclization to afford a new class of -AB-corroles. Porphyrins could also be obtained by reacting bilanes with aldehydes in the presence of trifluoroacetic acid, followed by an oxidative step.

摘要

描述了通过硝基亚烯和二吡咯甲烷之间的两个和三个连续的杂[4+2]环加成（或共轭加成）制备含肟官能团的双并六吡咯和六吡咯的合成。双并六吡咯发生氧化环化反应，得到了一类新的 AB-卟啉。在三氟乙酸存在下，用双并六吡咯与醛反应，然后进行氧化步骤，也可以得到卟啉。