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Named reactions

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Methoxatin

Chemical structure of Methoxatin
C14H6N2O8
Author Steven M. Weinreb
Publication year 1981
Synthesis type Total synthesis
Number of steps 14 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
  1. n-BuLi, (CH2NMe2)2
  2. CO2
Hexane(s)
RT, 18 h, 66 %
Chemical structure
  1. ClCO2Et, Et3N
  2. NaN3
PhMe
Reflux

See the Curtius Rearrangement
Chemical structure
  1. KOH
  2. HCl
H2O
60 % (2 steps)
Chemical structure
Cl3CCH(OH)2, NH2OH.HCl, Na2SO4
H2O
50-60 °C

See the Sandmeyer Isatin Synthesis
Chemical structure
PPA
100 °C, 10 min, 70 % (2 steps)

See the Sandmeyer Isatin Synthesis
Chemical structure
+
Chemical structure
KOH
H2O
95 °C, 6 h

See the Aldol Condensation
Chemical structure
H2SO4
MeOH
Reflux, 50 % (2 steps)

See the Fischer Esterification
Chemical structure
NBS
CCl4
Reflux, 3 h, 90 %

See the Wohl-Ziegler Reaction
Chemical structure
HNO3
H2SO4
-20 °C, 1.5 min, 60 %
Chemical structure
+
Chemical structure
NaH
THF
RT, 2 h, 92 %
Chemical structure
  1. PhN2+ BF4-, Pyr
  2. NaBH4, MeOH
H2O
-10 °C, 70 %

See the Japp-Klingemann Reaction
Chemical structure
H2, Pd/C, HCl
1 atm
MeOH
62 %

See the Leimgruber-Batcho Indole Synthesis
Chemical structure
AgO, HNO3
THF
RT, 10 min, 60 %
Chemical structure
LiOH
THF, H2O
RT, 5 h, 75 %
Chemical structure

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