21905-69-1Relevant articles and documents
Photodecarboxylation of xanthone acetic acids: C-C bond heterolysis from the singlet excited state
Blake, Jessie A.,Gagnon, Eric,Lukeman, Matthew,Scaiano
, p. 1057 - 1060 (2006)
Irradiation of 2- and 4-xanthone acetic acid in aqueous buffer (pH 7.4) leads to efficient (Φ = 0.67 and 0.64, respectively) photodecarboxylation to give the corresponding methyl products, consistent with an intermediate benzylic carbanion. Fluorescence a
Electrochemical Reductive Smiles Rearrangement for C-N Bond Formation
Chang, Xihao,Zhang, Qinglin,Guo, Chang
supporting information, p. 10 - 13 (2019/01/04)
A conceptually new and synthetically valuable radical Smiles rearrangement reaction is reported under undivided electrolytic conditions. This protocol employs an entirely new strategy for the electrochemical radical Smiles rearrangement. Remarkably, an amidyl radical generated from the cleavage of the N-O bond under reductive electrolytic conditions plays a crucial role in this transformation. Various hydroxylamine derivatives bearing different substituents are suitable in this electrochemical transformation, furnishing the corresponding amides in up to 86% yield.
Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis
Wang, Shao-Feng,Cao, Xiao-Ping,Li, Yang
supporting information, p. 13809 - 13813 (2017/10/24)
We have developed a highly efficient aryl migration from an aryl ether to a carboxylic acid group through retro-Smiles rearrangement by visible-light photoredox catalysis at ambient temperature. Transition metals and a stoichiometric oxidant and base are avoided in the transformation. Inspired by the high efficiency of this transformation and the fundamental importance of C?O bond cleavage, we developed a novel approach to the C?O cleavage of a biaryl ether to form two phenolic compounds, as demonstrated by a one-pot, two-step gram-scale reaction under mild conditions. The aryl migration exhibits broad scope and can be applied to the synthesis of pharmaceutical compounds, such as guacetisal. Primary mechanistic studies indicate that the catalytic cycle occurs by a reductive quenching pathway.
Synthesis and evaluation of pharmacological properties of some new xanthone derivatives with piperazine moiety
Waszkielewicz,Gunia,Szkaradek,Pytka,Siwek,Sata?a,Bojarski,Szneler,Marona
supporting information, p. 4419 - 4423 (2013/07/26)
A series of new xanthone derivatives with piperazine moiety [1-7] was synthesized and evaluated for their pharmacological properties. They were subject to binding assays for α1 and β1 adrenergic as well as 5-HT1A, 5-HTsub