150107-86-1Relevant articles and documents
One-pot synthesis of 3-haloflavones from flavones using Oxone and potassium halide as a halogenation reagent
Peng, Tao,Wang, Gang,Zhang, Shouguo,Sun, Yunbo,Liu, Shuchen,Wang, Lin
supporting information, (2019/12/27)
A two-step, one-pot method has been developed for the synthesis of 3-haloflavones from the corresponding flavones. The method uses Oxone and potassium halide to produce the active molecular halogen in situ. The solvent (methanol) then participates in the reaction to afford the 2-methoxy-3-haloflavanone derivative. After adding sodium hydroxide, the corresponding 3-haloflavone product is obtained in good to excellent yields. This method provides a convenient synthesis of 3-chloro, 3-bromo and 3-iodo flavones from the same flavone starting material.
One-Pot Domino Friedel-Crafts Acylation/Annulation between Alkynes and 2-Methoxybenzoyl Chlorides: Synthesis of 2,3-Disubstituted Chromen-4-one Derivatives
Bam, Radha,Chalifoux, Wesley A.
, p. 9929 - 9938 (2018/06/11)
A highly regioselective synthesis of 2,3-disubstituted chromen-4-one derivatives is accomplished from readily available internal alkynes and 2-methoxybenzoyl chlorides. The reaction proceeds via a domino intermolecular Friedel-Crafts acylation/intramolecular vinyl carbocation trapping (or oxa-Michael addition)/demethylation reaction sequence. This Lewis acid promoted method features relatively mild reaction conditions to synthesize a variety of 2,3-disubstituted chromen-4-one derivatives in one pot with up to 93% yield. The chromen-2-one (coumarin) product was obtained when 2,6-dimethoxybenzoyl chloride was used as a starting material via an electrophilic aromatic substitution/rearrangement process.
Photo-induced tandem cyclization of 3-iodoflavones with electron rich five-membered heteroarenes
Yang, Qian,Wang, Rui,Han, Jie,Li, Chenchen,Wang, Tao,Liang, Yong,Zhang, Zunting
, p. 43206 - 43211 (2017/09/15)
Vinyl radicals were generated from 3-iodoflavones under a mercury lamp and tandem cyclization reactions occurred with five-membered heteroarenes entailing two consecutive C-C bond formations to synthesize benzo[e]chromeno[2,3-g]indol-13(1H)-one derivatives. The tandem cyclization reactions worked in acetonitrile without any additives such as transition metals, ligands and oxidants, giving rise to a broad variety of novel polycyclic xanthone frameworks in good yield under mild and environmentally friendly reaction conditions.
