Browsing by Author "Chen, Wu-Yin"

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Multicomponent Reactions of Phosphines, Enynedioates and Cinnamaldimines Give gamma-Lactams with a 1,3,5-Hexatriene Moiety for Facile 6 pi Electrocyclization: Access to Oxindoles, Isatins and Isoxazolinones
(2015-05-04)
Deng, Jie-Cheng
;
Chen, Wu-Yin
;
Zhu, Chaoyuan
;
Chuang, Shih-Ching
;
應用化學系
Multicomponent reactions of phosphines, enynedioates and cinnamaldimines generated 3-phosphorus ylide gamma-lactams having a 1,3,5-hexatriene moiety with low activation energy barrier for 6 pi electrocyclization, through initial formation of 1,3-dipoles from the alpha(delta\')-Michael addition of phosphines to enynedioates. The reactive 1,3-dipoles underwent addition to cinnamaldimines, lactamization, 6 pi electrocyclization and oxidation to give 3-phosphorus ylide oxindoles as platform molecules toward isatins and isoxazolinones. The key step, 6 pi electrocyclization, was further examined by a kinetic and a computational study.
Palladium-Catalyzed Selective Aryl Ring C-H Activation of N-Acyl-2-aminobiaryls: Efficient Access to Multiaryl-Substituted Naphthalenes
(2016-11-17)
Annamalai, Pratheepkumar
;
Chen, Wu-Yin
;
Raju, Selvam
;
Hsu, Kou-Chi
;
Upadhyay, Nitinkumar Satyadev
Palladium-catalyzed cycloaromatization of N-acyl-2-aminobiaryls, through a sequence of ortho C-H bond activation/alkyne insertion/meta C-H bond activation/alkyne insertion, was developed. An efficient synthesis of multiaryl-substituted naphthalenes, N-[2-(5,6,7,8-tetraarylnaphthalen-1-yl) aryl] acetamides, was demonstrated using molecular oxygen as the sole oxidant. Furthermore, through Buchwald\'s synthetic protocol, two compounds were converted into corresponding fluorescent carbazoles in 30-40% yield by intramolecular C-N bond formation.