TY - JOUR
T1 - Microwave-assisted deacylation of unactivated amides using ammonium-salt-accelerated transamidation
AU - Shimizu, Yuhei
AU - Morimoto, Hiroyuki
AU - Zhang, Ming
AU - Ohshima, Takashi
PY - 2012/8/20
Y1 - 2012/8/20
N2 - Easy does it! The chemoselective oxidative ?-C(sp3)H alkylation/cyclization reaction of N-benzyl carbamates using simple mono-, di-, and trisubstituted olefins provides functionalized N-heterocycles such as oxazinones (see picture). 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 ?-position to the nitrogen group are needed.
AB - Easy does it! The chemoselective oxidative ?-C(sp3)H alkylation/cyclization reaction of N-benzyl carbamates using simple mono-, di-, and trisubstituted olefins provides functionalized N-heterocycles such as oxazinones (see picture). 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 ?-position to the nitrogen group are needed.
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U2 - 10.1002/anie.201202354
DO - 10.1002/anie.201202354
M3 - Article
C2 - 22782540
AN - SCOPUS:84865074252
VL - 51
SP - 8564
EP - 8567
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 34
ER -