1379772-65-2Relevant academic research and scientific papers
Formal [4 + 4]-, [4 + 3]-, and [4 + 2]-cycloaddition reactions of donor-acceptor cyclobutenes, cyclopropenes and siloxyalkynes induced by Br?nsted acid catalysis
Zheng, Haifeng,Wang, Rui,Wang, Kan,Wherritt, Daniel,Arman, Hadi,Doyle, Michael P.
, p. 4819 - 4824 (2021)
Br?nsted acid catalyzed formal [4 + 4]-, [4 + 3]-, and [4 + 2]-cycloadditions of donor-acceptor cyclobutenes, cyclopropenes, and siloxyalkynes with benzopyrylium ions are reported. [4 + 2]-cyclization/deMayo-type ring-extension cascade processes produce highly functionalized benzocyclooctatrienes, benzocycloheptatrienes, and 2-naphthols in good to excellent yields and selectivities. Moreover, the optical purity of reactant donor-acceptor cyclobutenes is fully retained during the cascade. The 1,3-dicarbonyl product framework of the reaction products provides opportunities for salen-type ligand syntheses and the construction of fused pyrazoles and isoxazoles that reveal a novel rotamer-diastereoisomerism.
Non-precious metals catalyze formal [4 + 2] cycloaddition reactions of 1,2-diazines and siloxyalkynes under ambient conditions
Sumaria, Chintan S.,Tuerkmen, Yunus E.,Rawal, Viresh H.
supporting information, p. 3236 - 3239 (2014/07/08)
Copper(I) and nickel(0) complexes catalyze the formal [4 + 2] cycloaddition reactions of 1,2-diazines and siloxyalkynes, a reaction hitherto best catalyzed by silver salts. These catalysts based on earth abundant metals are not only competent, but the copper catalyst, in particular, promotes cycloadditions of pyrido[2,3-d]pyridazine and pyrido[3,4-d]pyridazine, enabling a new synthesis of quinoline and isoquinoline derivatives, as well as the formal [2 + 2] cycloaddition reaction of cyclohexenone with a siloxyalkyne.
Silver-catalyzed formal inverse electron-demand diels-alder reaction of 1,2-diazines and siloxy alkynes
Tuerkmen, Yunus E.,Montavon, Timothy J.,Kozmin, Sergey A.,Rawal, Viresh H.
supporting information; experimental part, p. 9062 - 9065 (2012/07/14)
A highly effective silver-catalyzed formal inverse electron-demand Diels-Alder reaction of 1,2-diazines and siloxy alkynes has been developed. The reactions provide ready access to a wide range of siloxy naphthalenes and anthracenes, which are formed in good to high yields, under mild reaction conditions, using low catalyst loadings.
