Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 8564-8567 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 51 |
| Issue number | 34 |
| DOIs | |
| Publication status | Published - Aug 20 2012 |
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All Science Journal Classification (ASJC) codes
- Catalysis
- Chemistry(all)
Cite this
Microwave-assisted deacylation of unactivated amides using ammonium-salt-accelerated transamidation. / Shimizu, Yuhei; Morimoto, Hiroyuki; Zhang, Ming; Ohshima, Takashi.
In: Angewandte Chemie - International Edition, Vol. 51, No. 34, 20.08.2012, p. 8564-8567.Research output: Contribution to journal › Article
}
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.
UR - http://www.scopus.com/inward/record.url?scp=84865074252&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84865074252&partnerID=8YFLogxK
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 -