Application of ortho-chloro-beta-aroylthioamides in synthesis(II): an efficient one-pot, three-component synthesis of tricyclic thiochromeno[2,3-b] pyridine derivatives

作者：Wen Li Rong; Ji Chen; Li Ming^*; Xie Huai Yuan

来源：Tetrahedron, 2009, 65(7): 1287-1293.

DOI：10.1016/j.tet.2008.12.057

• ortho-Halo-beta-aroylthioamides
• Meldrum's acid
• Multicomponent reactions
• Thiochromeno[2,3-b]pyridine derivatives

Tricyclic thiochromeno[2,3-b]pyridine derivatives have been successfully synthesized in an unusual one-pot multicomponent cascade reaction from ortho-halo-beta-aroylthioamides, Meldrum's acid, and aromatic aldehydes. The reaction presumably proceeds via Knoevenagel condensation-Michael addition-cyclo-condensation-decarboxylation-rearrangement-intramolecular S(N)Ar reaction sequence. High bond forming efficiency of this reaction makes it attractive for the synthesis of thiochromeno[2,3-b]pyridine derivatives in a single step operation.

• 出版日期2009-2-14
• 单位青岛科技大学