Synthesis of 7‐Bromo‐1,3‐diazapyrenes

Abstract

An efficient synthetic route towards previously inaccessible 7‐bromo‐1,3‐diazapyrenes through an in‐melt peri‐cyclization of readily available 7‐(5‐bromo‐3,4‐dihydropyrimidin‐4‐yl)‐1H‐perimidines is described.

A Cobalt Catalyst Permits the Direct Hydrogenative Synthesis of 1H‐Perimidines from a Dinitroarene and an Aldehyde

“…Perimidines are a very important class of chemical compounds, owing to their biological activity and their application as ligands . In addition, 1 H ‐perimidines are common starting materials for the synthesis of azapyrenes, which are promising materials for the manufacturing of organic semiconductor devices …”

Synthesis of 2-Azapyrenes and Their Photophysical and Electrochemical Properties

“…This compound has been prepared by thermal cyclization, by using a lengthy nine step-sequence, by PPA (polyphosphoric acid)-induced Beckmann rearrangement, and by peri -annulation with sym -triazines . In the course of the development of Pd-catalyzed cross-coupling reactions, ,− a number of di- and triazapyrenes and related molecules have been published. ,− Recently, the group of Kozaki published an intramolecular Cu­(I)-catalyzed C–H functionalization approach, while Han et al applied the classical Bischler–Napieralski cyclization of amide precursors …”

Electrophilic alkylation of arenes with 5-bromopyrimidine en route to 4-aryl-5-alkynylpyrimidines

“…24 It was also shown that unlike most other pyrimidines, 5-bromopyrimidine 10 did not react according to this general scheme, forming monoalkylation products 11 instead (Scheme 2). 24,25 Apparently, this process is related to a Friedel-Cras type S E Ar alkylation reaction, in which pyrimidine in protonated form serves as an Scheme 1 Synthetic approaches towards 4-arylpyrimidines.…”