Synthesis, Inhaltsverzeichnis Synthesis 2013; 45(4): 507-510DOI: 10.1055/s-0032-1318108 paper © Georg Thieme Verlag Stuttgart · New York One-Step Synthesis of 5-Substituted 1H-Tetrazoles from an Aldehyde by Reaction with Acetohydroxamic Acid and Sodium Azide under Bi(OTf)3 Catalysis Madabhushi Sridhar* Fluoroorganics Division, Indian Institute of Chemical Technology, Hyderabad 500607, India Fax: +91(40)27160387 eMail: smiict@gmail.com , Kishore Kumar Reddy Mallu Fluoroorganics Division, Indian Institute of Chemical Technology, Hyderabad 500607, India Fax: +91(40)27160387 eMail: smiict@gmail.com , Raveendra Jillella Fluoroorganics Division, Indian Institute of Chemical Technology, Hyderabad 500607, India Fax: +91(40)27160387 eMail: smiict@gmail.com , Kondal Reddy Godala Fluoroorganics Division, Indian Institute of Chemical Technology, Hyderabad 500607, India Fax: +91(40)27160387 eMail: smiict@gmail.com , China Ramanaiah Beeram Fluoroorganics Division, Indian Institute of Chemical Technology, Hyderabad 500607, India Fax: +91(40)27160387 eMail: smiict@gmail.com , Narsaiah Chinthala Fluoroorganics Division, Indian Institute of Chemical Technology, Hyderabad 500607, India Fax: +91(40)27160387 eMail: smiict@gmail.com › Institutsangaben Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Erratum zu diesem Artikel: One-Step Synthesis of 5-Substituted 1H-Tetrazoles from an Aldehyde by Reaction with Acetohydroxamic Acid and Sodium Azide under Bi(OTf)3 CatalysisSynthesis 2013; 45(04): e1-e1DOI: 10.1055/s-0032-1316853 Abstract An efficient one-step method for the synthesis of 5-substituted 1H-tetrazoles from aldehydes by reaction with acetohydroxamic acid and sodium azide using bismuth(III) triflate as the catalyst is described. Key words Key wordsaldehydes - 5-substituted 1H-tetrazoles - sodium azide - bismuth(III) triflate - catalysis Volltext Referenzen References 1 Koguro K, Toshikazu O, Sunao M, Ryozo O. Synthesis 1998; 910 2a Ostrovskii VA, Pevzner MS, Kofmna TP, Shcherbinin MB, Tselinskii IV. Targets Heterocycl. Syst. 1999; 3: 467 2b Hiskey M, Chavez DE, Naud DL, Son SF, Berghout HL, Bome CA. Proc. Int. Pyrotech. Semin. 2000; 27: 3 3a Witkowski JK, Robins RK, Sidwell RW, Simon LN. J. Med. Chem. 1972; 15: 150 3b Barry VC, Conalty LC, O’Sullivan JF, Twomey D. Chemother. Proc. 9th Int. Congr. 1975; 8: 103 ; Chem. Abstr. 1977, 87, 106k 4a Shishoo CJ, Devani MB, Karvekar MD, Vilas GV, Anantham S, Bhaati VS. Ind. J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 1982; 21: 666 4b Ray SM, Lahiri SC. J. Indian Chem. Soc. 1990; 67: 324 5 Sangal SK, Ashok Kumar A. J. Indian Chem. Soc. 1986; 63: 351 6 Hayao S, Havera HJ, Strycker WG, Leipzig TJ, Rodriguez R. J. Med. Chem. 1967; 10: 400 7 Herr R. Bioorg. Med. Chem. 2002; 10: 3379 8 Bookser BC. Tetrahedron Lett. 2000; 41: 2805 9a LeTiran A, Stables JP, Kohn H. Bioorg. Med. Chem. 2001; 9: 2693 9b Hegarty AF, Tynan NM, Fergus S. J. Chem. Soc., Perkin Trans. 2 2002; 1328 9c Kundu D, Majee A, Hajra A. Tetrahedron Lett. 2009; 50: 2668 9d Katritzky AR, Cai C, Meher NK. Synthesis 2007; 1204 9e Aridoss G, Laali KK. Eur. J. Org. Chem. 2011; 6343 9f Liu W, Jiang L, Xu Z, Yin G. Chem. Commun. 2010; 46: 448 9g Lenda F, Guenoun F, Tazi B, Larbi NB, Allouchi H, Martinez J, Lamaty F. Eur. J. Org. Chem. 2005; 326 9h Das B, Reddy CR, Kumar DN, Krishnaiah M, Narender R. Synlett 2010; 391 9i Gutmann B, Roduit J.-P, Roberge D, Kappe CO. Angew.Chem. Int. Ed. 2010; 49: 7101 9j Bonnamour J, Bolm C. Chem. Eur. J. 2009; 15: 4543 9k Habibi M, Bayat Y, Habibi D, Moshaee S. Tetrahedron Lett. 2009; 50: 4435 9l Schmidt B, Meid D, Kieser D. Tetrahedron 2007; 63: 492 9m Jin T, Kitahara F, Kamijo S, Yamamoto Y. Tetrahedron Lett. 2008; 49: 2824 9n Juby PF, Hudyma DW. J. Med. Chem. 1969; 12: 396 9o Demko ZP, Sharpless KB. J. Org. Chem. 2001; 66: 7945 10 Griffith DP, Gleeson MJ, Lee H, Longuet R, Deman E, Earle N. Eur. Urol. 1991; 20: 243 11 Tkac P, Matteson B, Bruso J, Paulenova A. J. Radioanal. Nucl. Chem. 2008; 277: 31 12 Sridhar M, Narsaiah C, Raveendra J, Reddy GK, Reddy MK. K, Ramanaiah BC. Tetrahedron Lett. 2011; 52: 4701 13 Sridhar M, Kishore Kumar Reddy M, Venkata Sairam V, Raveendra J, Kondal Reddy G, Narsaiah C, China Ramanaiah B, Suresh Reddy C. Tetrahedron Lett. 2012; 53: 3421 Zusatzmaterial Zusatzmaterial Supporting Information
