Copper-catalyzed annulation of amidines for quinazoline synthesis

Abstract

An efficient Cu-catalyzed synthesis of quinazolines via the C-N bond formation reactions between N-H bonds of amidines and C(sp(3))-H bonds adjacent to sulfur or nitrogen atoms in the commonly used solvents, such as DMSO, DMF, DMA, NMP or TMEDA, followed by intramolecular C-C bond formation reactions was developed for the first time.

Copper-catalyzed arenes amination with saccharins

“…Under their conditions, arenes were usually used as solvents to ensure efficient amination. As part of our interest in utilizing F + oxidants to perform benzylic C(sp 3 )-H amination reaction [8], directed aromatic C(sp 2 )-H amination [9], allylic C-H amintion [10], annulation of amidines [11], diamination, aminocynation [12] and aminofluorination [13] of alkenes, herein, in the presence of Scheme 1 Synthesis of aromatic amines.…”

Expanding applications of zeolite imidazolate frameworks in catalysis: synthesis of quinazolines using ZIF-67 as an efficient heterogeneous catalyst

“…[1][2][3] These structures have been conventionally prepared by the Bischler cyclization between dicarbonyls and diamines. [1][2][3] These structures have been conventionally prepared by the Bischler cyclization between dicarbonyls and diamines.…”

Synthesis of Dinuclear Nickel Complexes from Dimethyltris­(trimethylphosphine)nickel(II) via N–H Bond Activation

“…1 H, 13 C, and 31 P NMR (300, 75, and 121 MHz, respectively) spectra were recorded with a Bruker Avance 300 spectrometer. 31 P NMR resonances were obtained with broadband proton decoupling. Xray crystallography was performed with a Bruker Smart 1000 diffractometer.…”

“…Literature methods were used in the preparation of NiMe 2 (PMe 3 ) 3 [24] and ligands 1-4. [31] Infrared spectra (4000-400 cm -1 ), as obtained from Nujol mulls between KBr disks, were recorded with a Bruker ALPHA FT-IR spectrometer. 1 H, 13 C, and 31 P NMR (300, 75, and 121 MHz, respectively) spectra were recorded with a Bruker Avance 300 spectrometer.…”