Microwave-assisted synthesis of sterically hindered 3-(5-tetrazolyl)pyridines

被引：28

作者：

Bliznets, IV

Vasil'ev, AA

Shorshnev, SV

Stepanov, AE

Lukyanov, SM

机构：

[1] ChemBridge Corp, Moscow 119435, Russia

[2] Moscow MV Lomonosov State Acad Fine Chem Technol, Moscow 119435, Russia

[3] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 12期

关键词：

nicotinic acid; tetrazoles; nicotinonitriles; microwave irradiation;

D O I：

10.1016/j.tetlet.2004.01.153

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sterically hindered 2,4-disubstituted 3-(5-tetrazolyl)pyridines were efficiently prepared from the corresponding nicotinonitriles using microwave technology. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2571 / 2573

页数：3

共 13 条

[1] Fast microwave-assisted preparation of aryl and vinyl nitriles and the corresponding tetrazoles from organo-halides [J].

Alterman, M ;

Hallberg, A .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (23) :7984-7989

[2]

Butler R.N., 1977, ADV HETEROCYCL CHEM, V21, P323

[3]

Butler R.N., 1996, Comprehensive Heterocyclic Chemistry II, V4, P621

[4]

BUTLER RN, 1982, J CHEM RES-S, P122

[5] Preparation of 5-substituted 1H-tetrazoles from nitriles in water [J].

Demko, ZP ;

Sharpless, KB .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :7945-7950

[6] 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

[7] HETEROCYCLIC TETRAZOLES A NEW CLASS OF LIPOLYSIS INHIBITORS [J].

HOLLAND, GF ;

PEREIRA, JN .

JOURNAL OF MEDICINAL CHEMISTRY, 1967, 10 (02) :149-&

[8] A simple and versatile route to novel conjugated β-enaminonitriles and their application for the highly regioselective synthesis of nicotinonitriles using a Vilsmeier-type reagent [J].

Katritzky, AR ;

Denisenko, A ;

Arend, M .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (16) :6076-6079

[9] TETRAZOLE ANALOGS OF PYRIDINECARBOXYLIC ACIDS [J].

MCMANUS, JM ;

HERBST, RM .

JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (10) :1462-1464

[10] BIOISOSTERES OF ARECOLINE - 1,2,3,6-TETRAHYDRO-5-PYRIDYL-SUBSTITUTED AND 3-PIPERIDYL-SUBSTITUTED DERIVATIVES OF TETRAZOLES AND 1,2,3-TRIAZOLES - SYNTHESIS AND MUSCARINIC ACTIVITY [J].

MOLTZEN, EK ;

PEDERSEN, H ;

BOGESO, KP ;

MEIER, E ;

FREDERIKSEN, K ;

SANCHEZ, C ;

LEMBOL, HL .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (24) :4085-4099

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