793675-14-6Relevant academic research and scientific papers
ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
-
Paragraph 0163-0164, (2021/02/19)
Provided are compounds comprising a ligand LA of Formula I
Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds
Suárez-Pantiga, Samuel,Hernández-Ruiz, Raquel,Virumbrales, Cintia,Pedrosa, María R.,Sanz, Roberto
supporting information, p. 2129 - 2133 (2019/01/25)
The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.
Metal-free synthesis of secondary arylamines: An aliphatic-to-aromatic transformation
Barros, M. Teresa,Dey, Suvendu S.,Maycock, Christopher D.
supporting information, p. 742 - 747 (2013/03/13)
An efficient method for the N-arylation of primary and some secondary amines using 2-halocyclohex-2-enones in an aliphatic-to-aromatic transformation in the presence of a substoichiometric amount of pTsOH has been developed. A series of arylamines have been synthesized from 2-halocyclohex-2-enones by in situ enamine formation followed by aromatization under environmentally friendly conditions using pTsOH. This metal-free, practical, relatively inexpensive protocol is of value in organic synthesis for industrial and academic applications. Copyright
Synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b]pyrazines by palladium catalyzed amidation of 2-chloro-3-amino-heterocycles
Rosenberg, Adam J.,Zhao, Jinbo,Clark, Daniel A.
supporting information; experimental part, p. 1764 - 1767 (2012/05/20)
A facile synthesis of imidazo[4,5-b]pyridines and-pyrazines is described using a Pd-catalyzed amide coupling reaction. This reaction provides quick access to products with substitution at N1 and C2. A model system relevant to the natural product pentosidi
Metal-free direct amination/aromatization of 2-cyclohexenones to iodo-N-arylanilines and N-arylanilines promoted by iodine
Barros, M. Teresa,Dey, Suvendu S.,Maycock, Christopher D.,Rodrigues, Paula
supporting information, p. 10901 - 10903,3 (2020/09/16)
An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving high yields.
Synthetic studies on 3-arylquinazolin-4-ones: Intramolecular nucleophilic aromatic substitution reaction of 2-carboxamido-3-arylquinazolin-4-ones and its application to the synthesis of secondary aryl amines
Fuwa, Haruhiko,Kobayashi, Toshitake,Tokitoh, Takashi,Torii, Yukiko,Natsugari, Hideaki
, p. 4297 - 4312 (2007/10/03)
The general synthesis and a novel intramolecular nucleophilic aromatic substitution (SNAr) reaction of 2-carboxamido-3-arylquinazolin-4- ones, a potentially useful scaffold in the field of medicinal chemistry, are described. The synthetic utili
Intramolecular nucleophilic aromatic substitution reaction of 2-carboxamido-3-arylquinazolin-4-ones and its application to the synthesis of secondary aryl amines
Fuwa, Haruhiko,Kobayashi, Toshitake,Tokitoh, Takashi,Torii, Yukiko,Natsugari, Hideaki
, p. 2497 - 2500 (2007/10/03)
A novel intramolecular nucleophilic aromatic substitution reaction of 2-carboxamido-3-arylquinazolin-4-one derivatives induced by base treatment and its application to the expeditious synthesis of secondary aryl amines, including diaryl amines, are descri
Synthesis of disubstituted imidazo[4,5-b]pyridin-2-ones
Kuethe, Jeffrey T.,Wong, Audrey,Davies, Ian W.
, p. 7752 - 7754 (2007/10/03)
Regioselective palladium-catalyzed amination of 2-chloro-3-iodopyridine followed by a subsequent palladium-catalyzed amination leads to 2,3-diaminopyridines. Treatment with triphosgene affords highly functionalized unsymmetrical imidazo [4,5-b] pyridin-2-
