Facile access to ring-fused aminals via direct α-amination of secondary amines with o-aminobenzaldehydes: Synthesis of vasicine, deoxyvasicine, deoxyvasicinone, mackinazolinone, and ruteacarpine
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. Georg Thieme Verlag Stuttgart. New York.
Richers, Matthew T.,Deb, Indubhusan,Platonova, Alena Yu.,Zhang, Chen,Seidel, Daniel
p. 1730 - 1748
(2013/07/26)
α-amination of nitrogen heterocycles: Ring-fused aminals
Aromatic aminoaldehydes react with cyclic amines to produce ring-fused aminals under thermal conditions. This process is applied to two-step syntheses of the quinazolinone alkaloids deoxyvasicinone and rutaecarpine. Copyright
Zhang, Chen,De, Chandra Kanta,Mal, Rudrajit,Seidel, Daniel
p. 416 - 417
(2008/09/20)
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