Beilstein J. Org. Chem.2018,14, 354–363, doi:10.3762/bjoc.14.23
wide range of bridge-ring amines with various substituents have been synthesized in moderate to excellent yields (35–96%). Furthermore, with a catalytic amount of TsOH·H2O, these amines can be converted into the corresponding N-phenylamine derivatives easily, which are potentially useful in
photosensitive dyes.
Keywords: benzyne; cycloaddition; diaryliodonium salts; N-phenylamine; pyrrole; Introduction
Pyrrole is a very useful heterocyclic substrate to produce structural attributes of valuable chemicals, functional materials and pharmaceuticals [1][2][3][4][5]. Recently, arylation of pyrrole
°C resulted in N-phenylnaphthalen-1-ylamine (4) in 93% yield [23], which was widely used in dye-sensitized solar cells [24], hole transport materials [25][26] and organic light-emitting diodes (OLEDs, Scheme 2a) [27]. In another similar reaction with 3am, a novel N-phenylamine derivative 5 was
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Graphical Abstract
Scheme 1:
Arylations of pyrrole derivatives with diaryliodonium salts.