One-pot cascade synthesis of azabicycles via the nitro-Mannich reaction and N-alkylation.

作者: Wannaporn Disadee , Somsak Ruchirawat

DOI: 10.1039/C7OB03104A

关键词: Intramolecular forceSide chainAlkylationRing (chemistry)Mannich reactionCascadeCombinatorial chemistryNitroSmall moleculeChemistry

摘要: A one-pot, metal-free process for the synthesis of azabicycles is developed. The key transformations involved a cascade double intramolecular cyclizations via nitro-Mannich reaction and N-alkylation, providing various ring systems in yields up to 81% an isomeric ratio 62 : 1. This approach offers considerable advantages terms handling small molecules, flexibility introduce functionalized side chain, gives direct access azabicycles.

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