Base??Catalyzed Anti??Markovnikov Hydroamination of Vinylarenes–Scope, Limitations and Computational Studies

P Horrillo??Martínez, KC Hultzsch, A Gil…

文献索引：Horrillo-Martinez, Patricia; Hultzsch, Kai C.; Gil, Adria; Branchadell, Vicenc European Journal of Organic Chemistry, 2007 , # 20 p. 3311 - 3325

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被引用次数: 33

摘要

Abstract The hydroamination of vinylarenes with primary and secondary amines was studied with catalytic amounts as low as 2 mol-% of LiN (SiMe 3) 2/TMEDA. Reactions proceeded readily at 120 C in the absence of solvent to give selective anti-Markovnikov addition. Slow addition was observed at 25 C with either electron-deficient p-chlorostyrene or secondary cyclic amines such as pyrrolidine, piperidine, or morpholine. Primary amines were prone ...