1048581-79-8Relevant academic research and scientific papers
Palladium-Catalyzed Carbonylative Synthesis of 2,3-Disubstituted Chromones
Shen, Chaoren,Li, Wanfang,Yin, Hongfei,Spannenberg, Anke,Skrydstrup, Troels,Wu, Xiao-Feng
, p. 466 - 479 (2016)
An unexpected palladium-catalyzed carbonylative synthesis of 2,3-disubstituted chromones has been developed. Starting from 2-bromofluorobenzenes and ketones, the corresponding chromones were produced in good yields. By control experiments, this transformation was found to proceed through a sequential carbonylation/Claisen-Hasse rearrangement/intramolecular nucleophilic aromatic substitution approach (SNAr). More specifically, the reaction sequence started with a palladium-catalyzed carbonylation of the ketone with o-bromofluorobenzene to give the vinyl benzoates, which subsequently transformed into 1,3-diketones via a Claisen-Hasse rearrangement. The final products were produced after an intramolecular SNAr reaction of the in situ formed 1,3-diketone.
Photopromoted Entry to Benzothiophenes, Benzoselenophenes, 3H-Indoles, Isocoumarins, Benzosultams, and (Thio)flavones by Gold-Catalyzed Arylative Heterocyclization of Alkynes
Alcaide, Benito,Almendros, Pedro,Busto, Eduardo,Herrera, Fernando,Lázaro-Milla, Carlos,Luna, Amparo
supporting information, p. 2640 - 2652 (2017/08/16)
Visible light-promoted and gold-photoredox-catalyzed reactions of heteroatom (N, S, Se, O) tethered alkynes with arenediazonium salts selectively proceeded to build vicinal diaryl-substituted 2H-benzo[e][1,2]thiazine 1,1-dioxides (benzosultams), benzoselenophenes, benzothiophenes, 4H-chromen-4-ones (flavones), 3H-indoles, 1H-isochromen-1-ones (isocoumarins), and 4H-thiochromen-4-ones (thioflavones). Moreover, the utility of functionalized 3H-indoles as precursors for further elaboration has been demonstrated with the switchable and facile preparation of 1H-indoles, 2-oxindoles, and 3-oxindolines. (Figure presented.).
Facile synthesis of new substituted 3-aryl/heteroarylflavones by Suzuki-Miyaura coupling of 3-bromoflavone with substituted aryu heteroarylboronic acids
Joshi, Vidya,Hatim, Jaywant Govind
, p. 111 - 116 (2013/09/24)
Flavones 7a-k having aryl and heteroaryl substituents at 3-position were synthesized in a Panasonic microwave-oven by Suzuki-Miyaura cross coupling reaction using 3-bromoflavone 5 and substituted aryl and heteroaryl boronic acids 6a-k with tetrakistriphenylphospine-palladium |(C6H 6)3P]4Pd as catalyst and N,N-dimethylformamide (DMF)+ H2O (9:4) as solvent, and aq.Na2CO3(2N) as base.
