Open AccessRh2(II)-Catalyzed Selective Aminomethylene Migration from Styryl Azides
Author(s) -
Chen Kong,
Navendu Jana,
Tom G. Driver
Publication year - 2013
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol400137q
Subject(s) - iminium , chemistry , catalysis , carboxylate , combinatorial chemistry , medicinal chemistry , ion , stereochemistry , organic chemistry
Rh(2)(II)-carboxylate complexes were discovered to promote the selective migration of aminomethylenes in β,β-disubstituted styryl azides to form 2,3-disubstituted indoles. Mechanistic data are also presented that suggest that the migration occurs stepwise before diffusion of the iminium ion.