Mild metal-free tandem α-alkylation/cyclization of N-benzyl carbamates with simple olefins.
Easy does it! The chemoselective oxidative α-C(sp(3))-H alkylation/cyclization reaction of N-benzyl carbamates using simple mono-, di-, and trisubstituted olefins provides functionalized N-heterocycles such as oxazinones. A TEMPO oxoammonium salt serves as the oxidant, making it possible to carry out the reaction at low temperatures. Neither a metal catalyst nor preactivation in the α-position to the nitrogen group are needed.
Universität Münster, Organisch-Chemisches Institut, Corrensstrasse 40, 48149 Münster, Germany.
Heinrich
H
Richter
Roland
R
Fröhlich
Constantin-Gabriel
CG
Daniliuc
Olga
O
García Mancheño
D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D002219:Carbamates / Q000737:chemistry*; D003500:Cyclization; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure
D000475:Alkenes; D002219:Carbamates; D008670:Metals