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

Autor:	Ming Li, Huai-Yuan Xie, Chen Ji, Li-Rong Wen
Rok vydání:	2009
Předmět:	Intramolecular reaction Organic Chemistry Condensation reaction Meldrum's acid Biochemistry Chemical synthesis Medicinal chemistry chemistry.chemical_compound chemistry Cascade reaction Nucleophilic aromatic substitution Drug Discovery Pyridine Knoevenagel condensation
Zdroj:	Tetrahedron. 65:1287-1293
ISSN:	0040-4020
DOI:	10.1016/j.tet.2008.12.057
Popis:	Tricyclic thiochromeno[2,3-b]pyridine derivatives have been successfully synthesized in an unusual one-pot multicomponent cascade reaction from ortho-halo-β-aroylthioamides, Meldrum's acid, and aromatic aldehydes. The reaction presumably proceeds via Knoevenagel condensation–Michael addition–cyclocondensation–decarboxylation–rearrangement–intramolecular SNAr 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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d04e4eeafc1daf2d1fc96c50f67bd2c5 https://doi.org/10.1016/j.tet.2008.12.057 Zobrazit plný text záznamu Full Text from ScienceDirect