67139-35-9Relevant academic research and scientific papers
The base-induced regioselective radical arylation of 3-aminochromone with aryl hydrazine
Karvembu, Ramasamy,Murugesh, Nithya,Vedachalam, Seenuvasan
, p. 7884 - 7891 (2020/11/02)
A simple and efficient direct radical C-2 arylation of 3-aminochromone derivatives with aryl hydrazine is described. The aryl hydrazine acts as an initiator and source for the aryl radical via the cleavage of the C-N bond of aryl hydrazine. The reaction proceeds via a base-promoted single electron transfer (SET) pathway. The aryl radical abstracts a single electron from 3-aminochromone, which generates a C2-radical iminium ion to undergo a cross-coupling reaction with an aryl radical, and this process offers an array of regioselective 2-aryl substituted 3-aminochromones. This journal is
Regioselective 3-nitration of flavones: A new synthesis of 3-nitro- and 3-aminoflavones
Patoilo, Diana T.,Silva, Artur M. S.,Cavaleiro, Jose A. S.
experimental part, p. 1381 - 1385 (2010/08/19)
A new, general, and regioselective method for the 3-nitration of flavones have been developed. The nitration reaction is solvent dependent, proceeds via a nitro radical pathway, and the corresponding 3-nitroflavones have been obtained in moderate to very
Synthesis and in vitro cytotoxicity of a series of 3-aminoflavones
Dauzonne,Folleas,Martinez,Chabot
, p. 71 - 82 (2007/10/03)
To further understand the molecular requirements for the antiproliferative activity of flavonoids, a series of 3-aminoflavones and some of their derivatives were prepared and evaluated using L1210 murine leukemia. Our novel five-step synthetic approach required easily available substituted aromatic aldehydes as starting materials and proved more convenient and more general than previously reported methods. Our results in the 3-aminoflavones series indicated that the 4'-methoxy group is important for cytotoxic activity. Moreover, for the flavone-8-acetic analogs, a marked increase in potency was observed with the addition of a 3-amino or a 3-nitro group. Methoxy groups on the 6 and 7 positions of flavonoids (as in cirsiliol) also appear to be important for antiproliferative activity. These results are essential for the further understanding of the critical molecular requirements that lead to antiproliferative properties in the flavonoid series.
