Colgate University , Department of Chemistry, 13 Oak Drive, Hamilton, New York 13346, United States.
J Org Chem. 2017 Apr 21;82(8):4429-4434. doi: 10.1021/acs.joc.7b00195. Epub 2017 Mar 31.
A two-step, one-flask reaction of pyrrole and pentafluorobenzaldehyde was investigated as a streamlined synthetic route to an N-confused porphyrin bearing pentafluorophenyl substituents previously prepared by a stepwise route. A survey of acid catalysts, acid catalyst concentration, DDQ quantity, and reaction time was performed with monitoring by HPLC. The targeted N-confused porphyrin was observed from many reaction conditions. The best condition afforded the N-confused porphyrin in an isolated yield of 10-12% (245-281 mg), providing improved access to this interesting porphyrinoid.
吡咯和五氟苯甲醛的两步一锅反应被研究作为一种流线型的合成路线，用于合成先前通过分步路线制备的带有五氟苯基取代基的 N-稠合卟啉。通过 HPLC 监测，对酸催化剂、酸催化剂浓度、DDQ 量和反应时间进行了调查。从许多反应条件中观察到目标 N-稠合卟啉。最佳条件以 10-12%（245-281mg）的分离产率提供 N-稠合卟啉，为这种有趣的卟啉类化合物提供了更好的途径。
