16619-51-5Relevant articles and documents
Visible Light Promoted Chan-Lam Reaction and Cycloaddition to Prepare Chromeno[4,3-c]isoxazolidines in One-Pot Reaction
Huang, Bing-Qing,Ma, Xiao-Pan,Mo, Dong-Liang,Zhao, Jie,Zhu, Bin-Can
supporting information, p. 4575 - 4581 (2021/08/13)
A variety of chromeno[4,3-c]isoxazolidines were prepared in good yields through visible light promoted Chan-Lam reaction and [3+2] cycloaddition cascade reaction in one pot. Mechanistic studies showed that visible light promoted both Chan-Lam reaction and cycloaddition. The obtained products were converted to various useful chromenone derivatives. Moreover, the reaction was easily performed at gram scales with the purification of products without column chromatography and used to efficiently synthesize estrone-derived chromeno[4,3-c]isoxazolidine. (Figure presented.).
8-Prenylflavanones through Microwave Promoted Tandem Claisen Rearrangement/6-endo-trig Cyclization and Cross Metathesis
Schultze, Christiane,Fo?, Stefan,Schmidt, Bernd
supporting information, p. 7373 - 7384 (2020/11/30)
Prenylated flavanones were obtained from ortho-allyloxy chalcones through a one-pot sequence of Claisen rearrangement and 6-endo-trig cyclization, followed by olefin cross metathesis of the intermediate allyl flavanones with 2-methyl-2-butene. The synthet
Iodine-mediated direct synthesis of 3-iodoflavones
Patil, Avinash M.,Kamble, Dayanand A.,Lokhande, Pradeep D.
, p. 1299 - 1307 (2018/04/05)
Molecular iodine has been used for the regioselective, one pot, direct synthesis of 3-iodoflavones from 2′-allyloxy chalcones, 2′-hydroxy chalcones and flavones. Allyl deprotection, cyclization dehydrogenation and α-iodination of 2′-allyloxychalcones has been achieved in a single step to offer 3-iodoflavones.
Iodine catalyzed cascade synthesis of flavone derivatives from 2'-allyloxy-α,β-dibromochalcones
Nawghare, Beena R.,Gaikwad, Sunil V.,Raheem, Abdul,Lokhande, Pradeep D.
, p. 2284 - 2286 (2014/07/22)
Synthesis of flavones from 2'-allyloxy-α, β-dibromochalcones has been described. The iodine induced oxidative cyclization of 2'-allyloxy-α, β-dibromochalcones results into the formation of 3-bromoflavanones which ultimately gives flavones. Dehydrobromination of 3-bromoflavanone to give flavone is the preferred reaction over dehydrogenation.
Chroman-4-ones via microwave-promoted domino Claisen rearrangement-oxa-michael addition: Synthesis of tabchromones A and B
Schmidt, Bernd,Riemer, Martin,Schilde, Uwe
supporting information, p. 2943 - 2946 (2015/02/05)
Allyl phenyl ethers with a pendant enone substituent undergo, upon microwave irradiation, a domino sequence of Claisen rearrangement and 6-endo-trig-cyclization to furnish functionalized chroman-4-ones. The natural products tabchromones A and B were synthesized via this method.
Sodium-iodoxybenzoate mediated highly chemoselective aziridination of olefins
Bakthavachalam, Ananthan,Chuang, Hui-Chun,Yan, Tu-Hsin
, p. 5884 - 5894 (2015/03/30)
Herein we utilized, for the first time, sodium 2-iodoxybenzoate as a highly specific oxidant for PhthNH2 to create a highly chemoselective aziridination reagent. This method efficiently effects aziridination of electron-rich, electron-deficient, allylic alcohol and alkenyl bromide C=C bonds in good to excellent yields. Inter and intramolecular chemoselectivity was demonstrated between electron-rich and electron-deficient alkenes by using this efficient and metal free protocol.
Biological and structure-activity evaluation of chalcone derivatives against bacteria and fungi
Silva, Wender A.,Andrade, Carlos Kleber Z.,Napolitano, Hamilton B.,Vencato, Ivo,Lariucci, Carlito,De Castro, Miria M. R. C.,Camargo, Ademir J.
, p. 133 - 144 (2013/04/24)
The present work describes the antibacterial and antifungal activities of several chalcones obtained by a straight Claisen-Schmidt aldol condensation determined by the minimal inhibitory concentration against different microorganisms (Gram-positive and Gram-negative bacteria and fungi). Solid state crystal structures of seven chalcones were determined by X-ray diffraction (XRD) analysis. Chemometric studies were carried out in order to identify a potential structureactivity relationship.
