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

被引:22
作者
Baddam, Sudhakar Reddy [1 ]
Kumar, N. Uday [1 ]
Reddy, A. Panasa [2 ]
Bandichhor, Rakeshwar [1 ]
机构
[1] Dr Reddys Labs Ltd, Integrated Prod Dev, Qutubullapur 500072, Andhra Pradesh, India
[2] Osmania Univ, Dept Chem, Hyderabad 5000007, Andhra Pradesh, India
关键词
Regio selective methylation; Methyl 2,2,2-trichloroacetimidate; Trifluoromethanesulfonic acid; DERIVATIVES;
D O I
10.1016/j.tetlet.2013.01.030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and regio selective synthesis of substituted 2-methyl-2H-indazoles using a methyl 2,2,2-trichloroacetimidate is described. (c) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1661 / 1663
页数:3
相关论文
共 19 条
[1]   Synthesis and antiinflammatory activity of novel indazolones [J].
Abouzid, KAM ;
El-Abhar, HS .
ARCHIVES OF PHARMACAL RESEARCH, 2003, 26 (01) :1-8
[2]  
Auwers K. V., 1920, CHEM BER, V53, P1211
[3]  
Bernard M.K., 2012, ARKIVOC, V8, P1
[4]   SYNTHESIS OF SUBSTITUTED PYRAZOLO[3,4-B]PHENOTHIAZINE AND PYRAZOLO[4,3-C]PHENOTHIAZINE DERIVATIVES [J].
BOYER, G ;
GALY, JP ;
BARBE, J .
HETEROCYCLES, 1995, 41 (03) :487-496
[5]   ACIDITY AND BASICITY OF INDAZOLE AND ITS N-METHYL DERIVATIVES IN THE GROUND AND IN THE EXCITED-STATE [J].
CATALAN, J ;
DELVALLE, JC ;
CLARAMUNT, RM ;
BOYER, G ;
LAYNEZ, J ;
GOMEZ, J ;
JIMENEZ, P ;
TOMAS, F ;
ELGUERO, J .
JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (41) :10606-10612
[6]   Pharmacological properties of indazole derivatives:: Recent developments [J].
Cerecetto, H ;
Gerpe, A ;
González, M ;
Arán, VJ ;
de Ocáriz, CO .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2005, 5 (10) :869-878
[7]   Efficient and regioselective synthesis of 2-alkyl-2H-indazoles [J].
Cheung, M ;
Boloor, A ;
Stafford, JA .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10) :4093-4095
[8]   The search for novel TRPV1-antagonists: From carboxamides to benzimidazoles and indazolones [J].
Fletcher, SR ;
McIver, E ;
Lewis, S ;
Burkamp, F ;
Leech, C ;
Mason, G ;
Boyce, S ;
Morrison, D ;
Richards, G ;
Sutton, K ;
Jones, AB .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (11) :2872-2876
[9]   A General and Mild Palladium-Catalyzed Domino Reaction for the Synthesis of 2H-Indazoles [J].
Halland, Nis ;
Nazare, Marc ;
R'kyek, Omar ;
Alonso, Jorge ;
Urmann, Matthias ;
Lindenschmidt, Andreas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (37) :6879-6882
[10]   METHYLATION OF INDAZOLES AND RELATED REACTIONS [J].
JAFFARI, GA ;
NUNN, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (20) :2371-2374