Pyrido[3,2-b][1,4]oxazine and pyrido[2,3-b][1,4]benzoxazine systems from tetrafluoropyridine derivatives

被引：7

作者：

Sandford, Graham ^{[1
]}

Slater, Rachel ^{[1
]}

Yufit, Dmitrii S. ^{[1
]}

Howard, Judith A. K. ^{[1
]}

Vong, Antonio ^{[2
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

[2] GlaxoSmithKline, Harlow CM19 5AW, Essex, England

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2014年 / 167卷

基金：

英国工程与自然科学研究理事会;

关键词：

Organofluorine chemistry; Perfluoroaromatic; Nucleophilic aromatic substitution; Tetrafluoropyridine; Pyrido[3,2-b][1,4]oxazine; Pyrido[2,3-b][1,4]benzoxazine; ANNELATION; SCAFFOLDS;

D O I：

10.1016/j.jfluchem.2014.05.003

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pyrido[3,2-b][1,4]oxazine and pyrido[2,3-b][1,4]benzoxazine systems were synthesised by annelation reactions involving highly fluorinated pyridine derivatives and nitrogen and oxygen centred difunctional nucleophiles by sequential regioselective nucleophilic aromatic substitution processes. (C) 2014 Elsevier B.V. All rights reserved.

引用

收藏

页码：91 / 95

页数：5

相关论文

共 14 条

[1] Polyfunctional tetrahydropyrido[2,3-b]pyrazine scaffolds from 4-phenylsulfonyl tetrafluoropyridine [J].

Baron, A ;

Sandford, G ;

Slater, R ;

Yufit, DS ;

Howard, JAK ;

Vong, A .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (23) :9377-9381

[2] Solvent effect on intramolecular hydrogen bonds in push-pull conjugated molecules [J].

Bouchy, A ;

Rinaldi, D ;

Rivail, JL .

INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2004, 96 (03) :273-281

[3] The preparation and properties of polyfluoro aromatic and heteroaromatic compounds [J].

Brooke, GM .

JOURNAL OF FLUORINE CHEMISTRY, 1997, 86 (01) :1-76

[4] Imidazopyridine and pyrimidinopyridine systems from perfluorinated pyridine derivatives [J].

Cartwright, Matthew W. ;

Sandford, Graham ;

Bousbaa, Jamaal ;

Yufit, Dmitrii S. ;

Howard, Judith A. K. ;

Christopher, John A. ;

Miller, David D. .

TETRAHEDRON, 2007, 63 (30) :7027-7035

[5] Annelation of perfluorinated heteroaromatic systems by 1,3-dicarbonyl derivatives [J].

Cartwright, Matthew W. ;

Parks, Emma L. ;

Pattison, Graham ;

Slater, Rachel ;

Sandford, Graham ;

Wilson, Ian ;

Yufit, Dmitrii S. ;

Howard, Judith A. K. ;

Christopher, John A. ;

Miller, David D. .

TETRAHEDRON, 2010, 66 (17) :3222-3227

[6] Dipyrido[1,2-a;3′,4′-d]imidazole systems [J].

Cartwright, Matthew W. ;

Convery, Laura ;

Kraynck, Thomas ;

Sandford, Graham ;

Yufit, Dmitrii S. ;

Howard, Judith A. K. ;

Christopher, John A. ;

Miller, David D. .

TETRAHEDRON, 2010, 66 (02) :519-529

[7] Reactions of 4-substituted tetrafluoropyridine derivatives with sulfur nucleophiles: SNAr and annelation processes [J].

Fox, Mark A. ;

Sandford, Graham ;

Slater, Rachel ;

Yufit, Dmitrii S. ;

Howard, Judith A. K. ;

Vong, Antonio .

JOURNAL OF FLUORINE CHEMISTRY, 2012, 143 :148-154

[8] Synthesis of tetrahydropyrido[2,3-b]pyrazine scaffolds from 2,3,5,6-tetrafluoropyridine derivatives [J].

Hargreaves, Christopher A. ;

Sandford, Graham ;

Slater, Rachel ;

Yufit, Dmitrii S. ;

Howard, Judith A. K. ;

Vong, Antonio .

TETRAHEDRON, 2007, 63 (24) :5204-5211

[9] Synthesis of some di- and trifluoro quinoxaline and dioxine derivatives from pentafluoropyridine [J].

Ranjbar-Karimi, Reza ;

Hashemi-Uderji, Somayeh ;

Danesteh, Roghayeh .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2012, 9 (05) :747-755

[10] Regiochemistry of nucleophilic substitution of 4-phenylsulfonyl tetrafluoropyridine with unequal bidentate nucleophiles [J].

Ranjbar-Karimi, Reza ;

Mousavi, Mirrasoul .

JOURNAL OF FLUORINE CHEMISTRY, 2010, 131 (05) :587-591