Nanocrystalline ZnO as an efficient heterogeneous catalyst for the synthesis of 5-substituted 1H-tetrazoles

被引:213
作者
Kantam, ML [1 ]
Kumar, KBS [1 ]
Sridhar, C [1 ]
机构
[1] Indian Inst Chem Technol, Inorgan Chem Div, Hyderabad 500007, Andhra Pradesh, India
关键词
2+3]-cycloaddition; heterogeneous catalyst; nano ZnO; 5-substituted; 1H-tetrazoles;
D O I
10.1002/adsc.200505011
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Nanocrystalline ZnO is an effective heterogeneous catalyst for the [2+3]-cycloaddition of sodium azide with nitriles to afford 5-substituted 1H-tetrazoles in good yields.
引用
收藏
页码:1212 / 1214
页数:3
相关论文
共 24 条
[1]   TBAF-Catalyzed synthesis of 5-substituted IH-tetrazoles under solventless conditions [J].
Amantini, D ;
Beleggia, R ;
Fringuelli, F ;
Pizzo, F ;
Vaccaro, L .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (08) :2896-2898
[2]  
Butler R.N., 1996, Comprehensive Heterocyclic Chemistry II, V4
[3]   Synthesis, isolation, and chemical reactivity studies of nanocrystalline zinc oxide [J].
Carnes, CL ;
Klabunde, KJ .
LANGMUIR, 2000, 16 (08) :3764-3772
[4]   Bifunctional nanocrystalline MgO for chiral epoxy ketones via Claisen-Schmidt condensation-asymmetric epoxidation reactions [J].
Choudary, BM ;
Kantam, ML ;
Ranganath, KVS ;
Mahendar, K ;
Sreedhar, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) :3396-3397
[5]   Benzylation of aromatic compounds with different crystallites of MgO [J].
Choudary, BM ;
Mulukutla, RS ;
Klabunde, KJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (08) :2020-2021
[6]   tris(2-perfluorohexylethyl) tin azide:: A new reagent for preparation of 5-substituted tetrazoles from nitriles with purification by fluorous organic liquid-liquid extraction [J].
Curran, DP ;
Hadida, S ;
Kim, SY .
TETRAHEDRON, 1999, 55 (29) :8997-9006
[7]   Preparation of 5-substituted 1H-tetrazoles from nitriles in water [J].
Demko, ZP ;
Sharpless, KB .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :7945-7950
[8]   3 SYNTHETIC ROUTES TO A STERICALLY HINDERED TETRAZOLE - A NEW ONE-STEP MILD CONVERSION OF AN AMIDE INTO A TETRAZOLE [J].
DUNCIA, JV ;
PIERCE, ME ;
SANTELLA, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) :2395-2400
[9]   Why is tetrazole formation by addition of azide to organic nitriles catalyzed by zinc(II) salts? [J].
Himo, F ;
Demko, ZP ;
Noodleman, L ;
Sharpless, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (33) :9983-9987
[10]   Mechanisms of tetrazole formation by addition of azide to nitriles [J].
Himo, F ;
Demko, ZP ;
Noodleman, L ;
Sharpless, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (41) :12210-12216