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Molybdenum‐Catalyzed α‐Hydrostannations of Propargylamines as the Key Step in the Synthesis of N‐Heterocycles
Author(s) -
Lin Hechun,
Kazmaier Uli
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200801157
Subject(s) - chemistry , stille reaction , intramolecular force , isoquinoline , catalysis , yield (engineering) , indole test , molybdenum , organic chemistry , combinatorial chemistry , materials science , metallurgy
Abstract The Mo‐catalyzed hydrostannation of propargylic amines and amides gave rise to functionalized vinylstannanes in good yield. The α‐stannylated products were formed preferentially, which are interesting synthetic building blocks. If halogenated aromatic amines were subjected to this protocol, the products obtained could be converted into indole and isoquinoline derivatives through intramolecular Stille couplings. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)