Tantalum Catalyzed Hydroaminoalkylation for the Synthesis of α- and β-Substituted N-Heterocycles
Organic Letters2013Vol. 15(9), pp. 2182–2185
Citations Over TimeTop 10% of 2013 papers
Abstract
Unprotected secondary amines are directly alkylated by C-H functionalization adjacent to nitrogen, thereby opening new routes toward the synthesis of α- and β-alkylated N-heterocycles. α-Alkylated piperidine, piperazine, and azepane products are prepared from heterocycles and alkenes in an atom-economic reaction with excellent regio- and diastereoselectivity. β-Alkylated N-heterocycles are synthesized via a scalable one-pot alkylation/cyclization procedure generating 3-methylated azetidines, pyrrolidines, and piperidines.
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