Towards benign syntheses of bipyridines: versatile approach to supramolecular building blocks

被引：14

作者：

Cave, GWV ^{[1
]}

Raston, CL

机构：

[1] Univ Western Australia, Sch Biomed & Chem Sci, Perth, WA 6009, Australia

[2] Nottingham Trent Univ, Sch Biomed & Nat Sci, Nottingham NG11 8NS, England

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 14期

基金：

澳大利亚研究理事会; 英国工程与自然科学研究理事会;

关键词：

green chemistry; solvent free; pyridines; ketones;

D O I：

10.1016/j.tetlet.2005.02.081

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral and achiral bipyridines are readily accessible via a solvent-free Michael addition involving solid NaOH, followed by treatment with ammonium acetate in acetic acid, as a 'one pot' more benign protocol, affording pure products in high yield, typically > 80%. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2361 / 2363

页数：3

共 33 条

[11]

Delogu G., 1988, APPLIED ORGANOMET CH, V2, P227

[12]

Djukic JP, 2000, CHEM-EUR J, V6, P1064, DOI 10.1002/(SICI)1521-3765(20000317)6:6<1064::AID-CHEM1064>3.0.CO

[13]

2-G

[14] Molecular architecture of polynuclear ruthenium bipyridyl complexes with controlled metal helicity [J].

Fletcher, NC ;

Keene, FR ;

Viebrock, H ;

vonZelewsky, A .

INORGANIC CHEMISTRY, 1997, 36 (06) :1113-1121

[15] NEW VERSATILE OPTICALLY-ACTIVE BIPYRIDINES AS BUILDING-BLOCKS FOR HELICATING AND CAGING LIGANDS [J].

HAYOZ, P ;

VONZELEWSKY, A .

TETRAHEDRON LETTERS, 1992, 33 (36) :5165-5168

[16] The phase behaviour of 1-alkyl-3-methylimidazolium tetrafluoroborates; ionic liquids and ionic liquid crystals [J].

Holbrey, JD ;

Seddon, KR .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (13) :2133-2139

[17] SYNTHESIS USING PYRIDINIUM SALTS .5. SPECIFIC SYNTHESIS OF PYRIDINES AND OLIGOPYRIDINES [J].

KROHNKE, F .

SYNTHESIS-STUTTGART, 1976, (01) :1-24

[18] Stereoselective synthesis of chiral pinene[5,6]bipyridine ligands and their coordination chemistry [J].

Lötscher, D ;

Rupprecht, S ;

Collomb, P ;

Belser, P ;

Viebrock, H ;

von Zelewsky, A ;

Burger, P .

INORGANIC CHEMISTRY, 2001, 40 (22) :5675-5681

[19] Pyrrolidinium imides: A new family of molten salts and conductive plastic crystal phases [J].

MacFarlane, DR ;

Meakin, P ;

Sun, J ;

Amini, N ;

Forsyth, M .

JOURNAL OF PHYSICAL CHEMISTRY B, 1999, 103 (20) :4164-4170

[20] A more benign approach to the synthesis of calixarenes [J].

Makha, M ;

Raston, CL ;

Skelton, BW ;

White, AH .

GREEN CHEMISTRY, 2004, 6 (03) :158-160

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