62756-35-8Relevant articles and documents
Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids
Cho, Yang Yil,Jang, Hyu Jeong,Kim, Dong Hwan,Kim, Nam Yong,Kim, Nam-Jung,Kim, Young Min,Lee, Soo Jin,Lee, Yong Sup,Park, Boyoung Y.,Son, Seung Hwan,Yoo, Hyung-Seok
, p. 10012 - 10023 (2019/08/30)
A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92percent.
Convenient and highly efficient routes to 2 H-chromene and 4-chromanone derivatives: Iodine-promoted and p-toluenesulfonic acid catalyzed cascade cyclizations of propynols
Qiu, Yi-Feng,Ye, Yu-Ying,Song, Xian-Rong,Zhu, Xin-Yu,Yang, Fang,Song, Bo,Wang, Jia,Hua, Hui-Liang,He, Yu-Tao,Han, Ya-Ping,Liu, Xue-Yuan,Liang, Yong-Min
supporting information, p. 3480 - 3487 (2015/03/04)
A convenient strategy is presented for the easy preparation of a series of 2 H-chromenes under mild conditions through iodocyclization of readily accessible propynols. In addition, various 4-chromanones can be synthesized through a p-toluenesulfonic acid catalyzed cascade cyclization with high efficiency (yields up to 99%). Our developed reaction systems are proven to have good functional-group applicability and can be scaled up to gram quantities in satisfactory yields. These systems also provide a new synthetic strategy for two types of important flavonoid skeleton without using costly and toxic metal catalysts. Additionally, the resulting halides could be further exploited in subsequent palladium-catalyzed coupling reactions, so these compounds could act as potential intermediates for the construction of some valuable drug molecules.
Electron Transfer Oxidation of Enol Derivatives of 2,3-Dihydrobenzopyran-4-ones
Jimenez, M. Consuelo,Miranda, Miguel A.,Soto, Juan,Tormos, Rosa
, p. 7635 - 7644 (2007/10/02)
Dihydrobenzopyrones 1a-c and their enol acetates 3a-c have been submitted to oxidation under single electron transfer (SET) conditions, using three alternative ways of activation: chemical oxidation with cerium(IV) ammonium nitrate (CAN), photochemical oxidation using triphenylpyrylium tetrafluoroborate (TPT) as sensitizer or electrochemical oxidation.The most significant products obtained are diketones 4, hydroxyketones 5, rearranged benzopyrones 6, enones 9 and, in the case of enol acetate 3c, 2-methylchromone (10) and 1,2-diphenylethane (13).These results are rationalized according to three major pathways from the radical cations: i) formation of the α-carbonyl radicals I (trough deprotonation of the enols 2(+). or cleavage of the carbonyl-oxygen bond of their acetates 3(+).), eventually followed by secondary oxidation to the carbenium ions II, ii) breaking of the bond linking C2 with one of the substituents and iii) ring opening.