Curtius Rearrangement
Mechanism of the Curtius Rearrangement
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Sample reactions
(PhO)2P(O)N3, Et3N
t-BuOH
Reflux, 17 h, 54%
(PhO)2P(O)N3, (4-MeOPh)CH2OH
Et3N, PhMe
Reflux, 12 h, 72%
PhH
90 °C
NaN3
PhMe
(PhO)2P(O)N3, Et3N
CH2Cl2
40 °C, 16 h, 78%
Ac2O
AcOH
RT, 49 h
(PhO)2P(O)N3, Et3N
PhH
RT to Reflux, 7.5 h, 84%
(PhO)2P(O)N3, Et3N
THF
Reflux, 15 h
ClCO2Et, Et3N, NaN3
PhMe
Reflux