化学
硫醚
SN2反应
烯烃
分子内力
布朗斯特德-洛瑞酸碱理论
催化作用
亲核细胞
乙烯基醚
乙醚
药物化学
组合化学
有机化学
立体化学
共聚物
聚合物
作者
Sangay Moktan,Mahendra K. V. Rotta,Suvendu Halder,Padmanava Pradhan,Pavan K. Kancharla
摘要
A practically simple and useful method is reported for the synthesis of ethers and thioethers via Brønsted acid-catalyzed activation of ortho-[1-(p-MeOphenyl)vinyl]benzoate (PMPVB) donors derived from alcohols. The mechanism of action is based on the remote activation of an active alkene followed by intramolecular 5-exo-trig cyclization leading to a reactive intermediate that can react via a substrate dependent SN1 or SN2 mechanism with alcohols and thiol nucleophiles providing facile access to ether and thioether functionalities, respectively.
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