Stereoselective palladium-catalyzed carboaminoxylations of indoles with arylboronic acids and TEMPO.
Indoles are not indolent: Various indoles react with arylboronic acids chemodivergently. C-H arylation of free indole and N-methylindole gives the corresponding C(2)-arylated indoles A whereas N-acylated, N-benzoylated, and N-Boc-protected indoles provide the corresponding arylcarboaminoxylated products B with excellent diastereoselectivity in good to excellent yields.
Kirchberg
Sylvia
S
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster, Germany.
Fröhlich
Roland
R
Studer
Armido
A
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D001897:Boronic Acids; D003497:Cyclic N-Oxides; D007211:Indoles; D010165:Palladium; C003959:TEMPO