A One-Pot Access to 6-Substituted Phenanthridines from Fluoroarenes and Nitriles via 1,2-Arynes
作者:Jan Pawlas、Mikael Begtrup
DOI:10.1021/ol026197c
日期:2002.8.1
[reaction: see text] A one-pot, t-BuLi-induced synthesis of 6-substituted phenanthridines from fluoroarenes and nitriles via 1,2-arynes is reported. Aryl- and hetaryl nitriles, cyanamides, and trimethylacetonitrile gave phenanthridine products. The method was extended to provide bisphenanthridine 10 by a one-pot bis-cyclization, using 1,3-dicyanobenzene and PhF in 1:5 ratio. Reaction of 1-fluoronaphthalene
[反应:见正文]据报道,一锅t-BuLi诱导通过1,2-芳烃从氟代芳烃和腈中合成6位取代的菲啶。芳基和杂芳基腈,氰胺和三甲基乙腈得到菲啶产物。该方法扩展为使用1,3-二氰基苯和PhF以1:5的比例通过一锅双环进行双联吡啶10的制备。1-氟萘和4-氯氟苯与苄腈的反应分别得到区域异构纯产物11和12。