Synthesis of 5- and 6-Azaindoles by Sequential Site-Selective Palladium-Catalyzed C–C and C–N Coupling Reactions

Autor:	Peter Langer, Ngo Thi Thuan, Tuan Anh Nguyen Tien, Nguyen Thi Son, Marian Blanco Ponce, Tuan Thanh Dang, Peter Ehlers
Rok vydání:	2020
Předmět:	Tandem 010405 organic chemistry Organic Chemistry Sonogashira coupling chemistry.chemical_element 010402 general chemistry 01 natural sciences Coupling reaction 0104 chemical sciences Catalysis Coupling (electronics) chemistry Polymer chemistry Site selective Palladium
Zdroj:	Synlett. 31:1308-1312
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0040-1707853
Popis:	Two-step sequential procedures for the Pd-catalyzed synthesis of 5- and 6-azaindoles are reported. The reactions proceed in very good yields. 6-Azaindoles are formed through site-selective Pd-catalyzed Sonogashira reaction of 3,4-dibromopyridine with alkynes, followed by a Pd-catalyzed tandem C–N coupling and cyclization with amines. On the other hand, 5-azaindoles are obtained by a site-selective Pd-catalyzed C–N coupling reaction of 3,4-dibromopyridine with amines, followed by C–C coupling and cyclization with alkynes.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d40c5a51be2c4e14ac937b52fd4089ae https://doi.org/10.1055/s-0040-1707853 Zobrazit plný text záznamu