N,N-bond-forming heterocyclization: synthesis of 3-alkoxy-2H-indazoles.
A one-step heterocyclization of o-nitrobenzylamines to 3-alkoxy-2H-indazoles is reported. The electronic nature of the nitrophenyl group, the steric and electronic nature of the R1-functionalized benzylic amine, and the nature of the alcoholic solvent affect the efficiency of this heterocyclization reaction (approximately 40-90%).
Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, USA.
Aaron D
AD
Mills
Musa Z
MZ
Nazer
Makhluf J
MJ
Haddadin
Mark J
MJ
Kurth
D003500:Cyclization; D007191:Indazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D007191:Indazoles