1362479-07-9Relevant academic research and scientific papers
Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium-Catalyzed Asymmetric Hydroarylation
Yang, Qingjing,Wang, Yanbo,Luo, Shihui,Wang, Jun (Joelle)
supporting information, p. 5343 - 5347 (2019/03/21)
A highly efficient kinetic resolution and dynamic kinetic resolution of chromene is reported for the first time and they procced by a rhodium-catalyzed asymmetric hydroarylation pathway. This new approach offers versatile access to various chiral 2,3-diaryl-chromanes containing vicinal stereogenic centers, as well as the recovered chiral flavenes, in high yields with excellent ee values (s factor up to 532). Particularly noteworthy is that this strategy can be further extended to the establishment of a dynamic version of the kinetic resolution of chromene acetals and allows complete access to chiral isoflavanes and α-aryl hydrocoumarins.
Palladium-catalyzed coupling of N-tosylhydrazones and β-bromostyrene derivatives: New approach to 2H-chromenes
Xia, Yamu,Xia, Ying,Zhang, Yan,Wang, Jianbo
, p. 9333 - 9336 (2014/12/11)
2H-Chromene is an important structural motif that exists in natural products and non-natural compounds possessing interesting biological activities. In this investigation, a highly efficient approach toward 2H-chromenes has been developed based on palladium-catalyzed coupling of N-tosylhydrazones and β-bromostyrenes. The mechanism of this reaction is proposed that involves the formation of vinyl palladium by carbene migratory insertion and the intramolecular nucleophilic substitution. This journal is
Nickel-catalyzed cross-coupling of chromene acetals and boronic acids
Graham, Thomas J. A.,Doyle, Abigail G.
supporting information; experimental part, p. 1616 - 1619 (2012/06/05)
A modular and highly efficient protocol for the synthesis of 2-aryl- and heteroaryl-2H-chromenes is described. Under base-free conditions, readily accessible 2-ethoxy-2H-chromenes undergo Csp3-O activation and C sp3-C bond formation in the presence of an inexpensive nickel catalyst and boronic acids. This new strategy enables broad access to 2-substituted-2H-chromenes and has been applied to the late-stage incorporation of complex molecules, including the pharmaceuticals loratidine and indomethacin methyl ester.
