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Protecting Groups
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Named Reactions
Protecting Groups
Schmidt Reaction
Mechanism of the Schmidt Reaction
Original publication
Ber. Dtsch. Chem. Ges.. 1924, 57, 704.
J. Am. Chem. Soc.. 1951, 73, 3087.
Reviews
Chem. Heterocycl. Compd.. 1975, 11, 626.
Org. React.. 1946, 3, 307.
Org. React.. 2012, 78, 1.
Russ. Chem. Rev.. 1971, 40, 835.
Russ. Chem. Rev.. 1978, 47, 1084.
Sample reactions
info
NaN3
PPA
120 °C, 30 min, 63%
"Also isolated was 13 % of the enamine regioisomer."
info
TfOH
CH2Cl2
0 °C, 6 h, 79%
info
H2SO4
,
NaN3
CF3CO2H
45-50 °C, 5 h, 35%