18514-85-7Relevant articles and documents
Novel synthesis of cinnolines and 1-aminoindolines via Cu-catalyzed intramolecular N-arylation of hydrazines and hydrazones prepared from 3-haloaryl-3-hydroxy-2-diazopropanoates
Hasegawa, Kazuya,Kimura, Naoki,Arai, Shigeru,Nishida, Atsushi
, p. 6363 - 6368 (2008/12/22)
(Chemical Equation Presented) A new and facile access to cinnolines, dihydrocinnolines, and 1-aminoindolines was established by use of diazo functionalities. The hydrazines and hydrazones as cyclization precursors derived from 3-haloaryl-3-hydroxy-2-diazopropanoates, which are prepared by one-pot procedure utilizing phase-transfer catalysis, are successfully converted to the corresponding nitrogen heterocycle by Cu-catalyzed N-arylation. Furthermore, analysis of UV spectra proved that 4-oxo-3-carboxylates predominantly exist not as 4-hydroxycinnoline (enol form) but as cinnolone (keto form).
Solid phase synthesis of 6-acylamino-1-alkyl/aryl-4-oxo-1,4- dihydrocinnoline-3-carboxamides
Sereni, Laura,Tató, Marco,Sola, Francesco,Brill, Wolfgang K.-D.
, p. 8561 - 8577 (2007/10/03)
6-Acylmino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides were synthesized in parallel from 6-nitro-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid. The latter formed amides with amines bound to polystyrene-based resins via acid-labile linkers. N1 an