Annulation of internal alkynes through a hydroamination/aza-Heck reaction sequence for the regioselective synthesis of indoles

Autor:	Ludwig T. Kaspar, Amparo Villar, Lutz Ackermann, René Sandmann
Rok vydání:	2008
Předmět:	Annulation 010405 organic chemistry Chemistry Organic Chemistry Regioselectivity Sequence (biology) 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis Heck reaction Intramolecular force Drug Discovery Hydroamination
Zdroj:	Tetrahedron. 64:769-777
ISSN:	0040-4020
DOI:	10.1016/j.tet.2007.10.117
Popis:	Highly regioselective annulation reactions of unsymmetrically substituted alkynes by primary 2-bromo or 2-chloroanilines are achieved with an efficient one-pot protocol, which relies on a regioselective TiCl 4 -catalyzed intermolecular hydroamination and a subsequent palladium-catalyzed intramolecular aza-Heck reaction. The use of unsymmetrically substituted alkynes in this strategy enables the synthesis of diversely functionalized indoles, with a regioselectivity that is complementary to the one obtained when employing Larock's annulation reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6c9ce3d92e0a3c1050f95f93d706e9af https://doi.org/10.1016/j.tet.2007.10.117 Zobrazit plný text záznamu Full Text from ScienceDirect