Tetrahedron Letters

Regioselective methylation of indazoles using methyl 2, 2, 2-trichloromethylacetimidate

SR Baddam, NU Kumar, AP Reddy, R Bandichhor

Index: Baddam, Sudhakar Reddy; Uday Kumar; Panasa Reddy; Bandichhor, Rakeshwar Tetrahedron Letters, 2013 , vol. 54, # 13 p. 1661 - 1663

Full Text: HTML

Citation Number: 5

Abstract

Considering therapeutic potential of this class of the molecules, it becomes extremely important to devise an efficient regioselective methylation of substituted 2-methyl-2H-indazoles. Indazoles are found to undergo unselective alkylation under basic conditions to afford corresponding mixture of N-1 and N-2 products, respectively whereas, under mild acidic conditions, regio selective alkylation at N-2 position takes place. N-1 alkylated products are thermodynamically controlled and ...

Related Articles:

Novel synthesis of indazoles from (η 6-arene) tricarbonylchromium complexes

[Da Costa, M. Rute G.; Curto, M. Joao M.; Davies, Stephen G.; Duarte, M. Teresa; Resende; Teixeira, Fatima C. Journal of Organometallic Chemistry, 2000 , vol. 604, # 2 p. 157 - 169]

Efficient and Regioselective Synthesis of 2-Alkyl-2 H-indazoles

[Cheung, Mui; Boloor, Amogh; Stafford, Jeffrey A. Journal of Organic Chemistry, 2003 , vol. 68, # 10 p. 4093 - 4095]

Synthesis of 2 H-indazoles by the [3+ 2] dipolar cycloaddition of sydnones with arynes

[Fang, Yuesi; Wu, Chunrui; Larock, Richard C.; Shi, Feng Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 8840 - 8851]

Synthesis of indazole-N-oxides via the 1, 7-electrocyclization of azomethine ylides

[Nyerges, Miklos; Viranyi, Andrea; Zhang, Weimin; Groundwater, Paul W.; Blasko, Gabor; Toke, Laszlo Tetrahedron, 2004 , vol. 60, # 44 p. 9937 - 9944]

N-Heterocyclic carbenes of indazole as reagents: Indazol-3-ylidene-mediated syntheses of amidines from thiolactams of pyrrolobenzodiazepines

[Lindner, Anika; Schmidt, Andreas Synlett, 2008 , # 19 p. 2961 - 2964]

More Articles...