A concise synthetic strategy to functionalized chromenones via [5+1] heteroannulation and facile C–N/C–S/C–O bond formation with various nucleophiles

Autor:	Naval Kapuriya, Shashidhara J. Prasad, Anamik Shah, Chirag V. Bhuva, Neetha S. Gowda, Yogesh T. Naliapara, Sridhar M. Anandalwar, Mahesh M. Savant, Akshay M. Pansuriya
Rok vydání:	2011
Předmět:	Carbon disulfide Organic Chemistry Methylation Bond formation Biochemistry Combinatorial chemistry chemistry.chemical_compound chemistry Nucleophile Intramolecular force Drug Discovery Alkoxide Organic chemistry Methyl iodide
Zdroj:	Tetrahedron Letters. 52:254-257
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2010.11.020
Popis:	A highly efficient strategy to 2,3-substituted chromen-4H-ones has been developed. The methodology involves unexpected intramolecular heteroannulation of readily accessible substituted 2-hydroxy-ω-nitroacetophenone with carbon disulfide in the presence K2CO3 followed by methylation with methyl iodide. These chromenones were further reacted with various nucleophiles such as amines, thiols, and alkoxide resulting in the facile C–N, C–S, and C–O bond formation. The scope and generality have been discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1ec0e6c372cb9ce650f52a651436f0d4 https://doi.org/10.1016/j.tetlet.2010.11.020 Zobrazit plný text záznamu Full Text from ScienceDirect