Three-component one-pot process to propargylic amines and related amide and sulfonamide compounds: application to the construction of 2-(aminomethyl)benzofurans and indoles

Autor:	Jean-François Peyrat, Sames Sicsic, Nathanael Olivi, Olivier Russo, Isabelle Berque-Bestel, Mouad Alami, Abdallah Hamze, Jean-Daniel Brion, Samir Messaoudi
Rok vydání:	2007
Předmět:	chemistry.chemical_classification Indole test Aryl Organic Chemistry Biochemistry Sulfonamide Catalysis chemistry.chemical_compound chemistry Amide Furan Drug Discovery Propargyl Organic chemistry Potassium phthalimide
Zdroj:	Tetrahedron. 63:10671-10683
ISSN:	0040-4020
DOI:	10.1016/j.tet.2007.07.096
Popis:	An efficient palladium–copper-catalyzed three-component assembling of propargyl halides, aryl or heteroaryl halides, and secondary amines is described. A wide variety of tertiary propargylic amines were synthesized in good to excellent yields from easily accessible starting materials. This three-component assembling was also effective when using potassium phthalimide or di- tert -butyliminodicarbonate instead of secondary amines. Consequently, it provides a quick entry to N -protected propargylic amines suitable intermediates for the synthesis of primary and secondary propargylic amines. In a similar way, related compounds including propargylic amide, carbamate and sulfonamide derivatives were efficiently obtained. This catalytic domino three-component process has been applied successfully to the construction of functionalized 2-(aminomethyl)benzo[ b ]furan or indole derivatives of biological interest.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::14c97ea2c6ec2ad37adc48d4ec23be78 https://doi.org/10.1016/j.tet.2007.07.096 Zobrazit plný text záznamu Full Text from ScienceDirect