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Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with o-Aminobenzaldehydes: Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone, and Ruteacarpine

Daniel SeidelDepartment of Chemistry and Chemical Biology, Rutgers, The State University of New JerseyMatthew T. RichersDepartment of Chemistry and Chemical Biology, Rutgers, The State University of New JerseyIndubhusan DebDepartment of Chemistry and Chemical Biology, Rutgers, The State University of New JerseyA. Yu. PlatonovaDepartment of Chemistry and Chemical Biology, Rutgers, The State University of New JerseyChen ZhangDepartment of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey
2013en
ABI

Аннотация

Secondary amines undergo redox-neutral reactions with aminobenzaldehydes under conventional and microwave heating to furnish polycyclic aminals via amine α-amination/N-alkylation. This unique α-functionalization reaction proceeds without the involvement of transition metals or other additives. The resulting aminal­ products are precursors for various quinazolinone alkaloids and their analogues.

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