92645-89-1Relevant academic research and scientific papers
Synthesis of 3,4-disubstituted quinolin-2-(1H)-ones via palladium-catalyzed decarboxylative arylation reactions
Carrer, Amandine,Brion, Jean-Daniel,Messaoudi, Samir,Alami, Mouad
supporting information, p. 2044 - 2054 (2013/08/23)
The Pd-catalyzed decarboxylative cross-coupling reaction of 4-substituted quinolin-2(1H)-one-3-carboxylic acids with (hetero)aryl halides is described. With palladium(II) bromide and triphenylarsine ligand as the catalyst system, a variety of 4-substituted 3-(hetero)aryl quinolin-2(1 H)-ones and related heterocycles, such as 4-substituted 3-arylcoumarins can be prepared in good to excellent yields. Copyright
CARBON DIOXIDE: A REAGENT FOR THE SIMULTANEOUS PROTECTION OF NUCLEOPHILIC CENTERS AND THE ACTIVATION OF ALTERNATIVE LOCATIONS TO ELECTROPHILIC ATTACK. 16. A NOVEL SYNTHETIC METHOD FOR THE SIDE-CHAIN FUNCTIONALIZATION OF N-METHYL-o-TOLUIDINE AND FOR THE PREPARATION OF 2-SUBSTITUTED...
Katritzky, Alan R.,Fan, Wei-Qiang,Akutagawa, Kunihiko,Wang, Jin
, p. 407 - 414 (2007/10/02)
N-Methyl-o-toluidine is readily converted into a range of side-chain functionalized derivatives in a one-pot sequence, using carbon dioxide for N-protection.The intermediate lithium carbamate is further lithiated by butyllithium at the side-chain methyl group, and then reacted with an electrophile; the product undergoes acid-catalyzed decarboxylation during work-up. 2-Substituted N-methylindoles are produced when carboxylate esters are used as electrophiles.The yields are good, and no ring-substituted products are detected.
MOLECULAR REARRANGEMENTS, XVIII. PHOTOLYSIS OF N-ALKYL-ARYLAMINES
Aly, Morsy M.,Badr, Mahmoud Zarif A.,Fahmy, Attiat M.,Mahgoub, Safaa A.
, p. 15 - 22 (2007/10/02)
The direct photolysis of N-benzyl-N-methyl-aniline in isopropanol at 25 deg C for 15 hours in air gives benzaldehyde, toluene, bibenzyl, N-methylaniline and a mixture of o- and p-benzyl-N-methylaniline.Analogous products are also obtained from the photolysis of N-α- or -β-phenethyl-N-methyl-aniline in addition to trans-2,3-diphenylbutene-2 and 9,10-dimethyl-phenanthrene.The results are interpreted in terms of an intramolecular free radical mechanism starting by homolysis of the N-aralkyl bond into N-methyl-anilino and aralkyl free radicals that subsequently contribute to the formation of the identified products.
