A versatile new synthetic route to 1N-hydroxyindazoles.
A new and versatile cyclization reaction affording rare 1N-hydroxyindazoles is presented. Treatment of 2-nitrobenzylamines with methanolic sodium hydroxide furnishes 1N-hydroxyindazoles regioselectively and in high yield. The reaction tolerates a range of functional groups and electronic effects.
Lehmann
Fredrik
F
Biovitrum AB, Discovery Research, 112 76 Stockholm, Sweden.
Koolmeister
Tobias
T
Odell
Luke R
LR
Scobie
Martin
M
D001596:Benzylamines / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007191:Indazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D001596:Benzylamines; D007191:Indazoles; C030796:benzylamine