39477-89-9Relevant academic research and scientific papers
Rhodium(iii)-catalyzed [5+1] annulation of 2-alkenylphenols with maleimides: Access to highly functionalized spirocyclic skeletons
Kumar, Anil,Prabhu, Kandikere Ramaiah
supporting information, p. 8194 - 8197 (2021/08/23)
A new edition of [5+1] annulation reaction of maleimides with 2-alkenylphenols has been discovered under a Rh(iii)-catalytic system. The process leads to an efficient synthesis of valued spirocyclic scaffolds bearing an oxygen-containing spiro carbon in a single step and shows a broad substrate scope with good functional group tolerance. The synthetic utility has been exemplified by synthesizing highly functionalized 2,2-disubstituted-2H-chromene skeletons and a gram-scale synthesis with a low catalyst loading.
Cp?Co(III)-Catalyzed Annulations of 2-Alkenylphenols with CO: Mild Access to Coumarin Derivatives
Liu, Xu-Ge,Zhang, Shang-Shi,Jiang, Chun-Yong,Wu, Jia-Qiang,Li, Qingjiang,Wang, Honggen
supporting information, p. 5404 - 5407 (2015/11/18)
Cp?Co(III)-catalyzed annulations of 2-alkenylphenols with CO for the synthesis of coumarin derivatives have been developed. The reaction features mild reaction conditions, broad substrate scope, and good functional group tolerance. Preliminary mechanistic studies were conducted, suggesting that C-H activation is the turnover limiting step. Furthermore, the efficiency of this reaction was demonstrated by the rapid total synthesis of three natural products herniarin, xanthyletin, and seselin.
Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes
Seoane, Andrés,Casanova, Noelia,Qui?ones, Noelia,Mascare?as, José L.,Gulías, Moisés
supporting information, p. 7607 - 7610 (2014/06/10)
Appropriately substituted 2-alkenylphenols undergo a mild formal [3C+2C] cycloaddition with alkynes when treated with a Rh(III) catalyst and an oxidant. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol ring, provides a versatile and efficient approach to highly appealing spirocyclic skeletons and occurs with high selectivity.
