Suschitzky / Scriven Progress in Heterocyclic Chemistry

A Critical Review of the 1994 Literature Preceded by Two Chapters on Current Heterocyclic Topics
1. Auflage 2013
ISBN: 978-1-4831-3885-5
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark

E-Book, Englisch, 344 Seiten, Web PDF

Heterocyclic Chemistry, Volume 7, reviews critically the heterocyclic literature published mainly in 1994. The first two chapters are given over to reviews. The first review surveys useful synthetic routes to polyfunctional pyrroles and pyrazoles, starting from conjugated azoalkenes. The second review comprises a compilation of the application of Diels-Alder cycloaddition chemistry for heterocyclic synthesis. The remaining chapters deal with advances in the heterocyclic field, arranged in ascending order of ring size, i.e., three-, four-, five-, six-, seven-, eight-membered rings, and larger rings. The reference system in the text is modeled on that used in Comprehensive Heterocyclic Chemistry (Pergamon, 1984).

Autoren/Hrsg.

Suschitzky, H.

Scriven, E. F. V.

Inhaltsverzeichnis

1;Front Cover;1
2;Progress in Heterocyclic Chemistry;4
3;Copyright Page ;5
4;Table of Contents;6
5;Foreword;8
6;Editorial Advisory Board Members Progress in Heterocyclic Chemistry 1995—1996;9
7;Chapter 1. Polyfunctionalized Pyrroles and Pyrazoles from Conjugated Azoalkenes;12
7.1;1.1 Introduction;12
7.2;1.2 Pyrroles;14
7.3;1.3 Pyrazoles;22
7.4;1.4 Conclusions;28
8;Chapter 2. Application of Diels-Alder Cycloaddition Chemistry for Heterocyclic Synthesis;32
8.1;2.1 INTRODUCTION;32
8.2;2.2 Reaction Schemes;32
8.3;2.3 References;51
9;Chapter 3. Three-Membered Ring Systems;54
9.1;3.1 INTRODUCTION;54
9.2;3.2 EPOXIDES;54
9.3;3.3 DIOXIRANES;67
9.4;3.4 OXAZIRIDINES;68
9.5;3.5 AZIRIDINES;69
9.6;3.6 References;72
10;Chapter 4. Four-Membered Ring Systems;75
10.1;4.1 INTRODUCTION;75
10.2;4.2 AZETINES AND AZETIDINES;75
10.3;4.3 OXETANES AND THIETANES;77
10.4;4.4 DIAZETIDINES, DIOXETANES AND DITfflATANES;80
10.5;4.5 OXAZETIDINES, OXATHIETANES AND THIAZETIDINES;81
10.6;4.6 BORON, SILICON AND PHOSPHORUS HETEROCYCLES;81
10.7;4.7 AZETIDINONES (ß-LACTAMS);83
10.8;ACKNOWLEDGEMENTS;87
10.9;REFERENCES;87
11;Chapter 5.1 Five-Membered Ring Systems: Thiophenes & Se, Te Analogs;93
11.1;5.1.1 INTRODUCTION;93
11.2;5.1.2 ELECTRONICS AND DESULFURIZATION;93
11.3;5.1.3 RING SUBSTITUTION;95
11.4;5.1.4 THIOPHENE RING FORMATION;98
11.5;5.1.5 RING ANNELATION ON THIOPHENE;100
11.6;5.1.6 THIOPHENES AS INTERMEDIATES;105
11.7;5.1.7 INTERESTING THIOPHENE DERIVATIVES;107
11.8;5.1.8 SELENOPHENES AND TELLUROPHENES;109
11.9;5.1.9 CONDUCTIVITY AND POLYMERS;109
12;Chapter 5.2 Five-Membered Ring Systems: Pyrroles and Benzo Derivatives;117
12.1;5.2.1 Structure and Reactivity;117
12.2;5.2.2 Synthesis;118
12.3;5.2.3 Ring Substitution and Modification;124
12.4;5.2.4 Annulation Reactions;132
12.5;References;136
13;Chapter 5.3 Five-Membered Ring Systems: Furans and Benzo Derivatives;141
13.1;5 3.1 INTRODUCTION;141
13.2;5 3 2REACTIONS;141
13.3;5 3 3 SYNTHESIS;144
13.4;5.3.4 MISCELLANEOUS;153
13.5;5 3 5 REFERENCES;154
14;Chapter 5.4 Five-Membered Ring Systems: With More than One N Atom;159
14.1;5.4.1 INTRODUCTION;159
14.2;5.4.2 PYRAZOLES AND FUSED-RING DERIVATIVES;160
14.3;5.4.3 IMIDAZOLES AND FUSED-RING DERIVATIVES;162
14.4;5.4.4 1,2,3-TRIAZOLES AND FUSED-RING DERIVATIVES;163
14.5;5.4.5 1,2,4-TRIAZOLES AND FUSED-RING DERIVATIVES;165
14.6;5.4.6 TETRAZOLES AND FUSED-RING DERIVATIVES;169
14.7;5.4.7 AZOLE-METAL COMPLEXES;170
14.8;5.4.8 REFERENCES;171
15;Chapter 5.5 Five-Membered Ring Systems: With N & S (Se) Atoms;175
16;Chapter 5.6. Five-Membered Ring Systems: With O & S (Se, Te) Atoms;176
16.1;5.6.1 1,3-Dioxoles and Dioxolanes;176
16.2;5.6.2 1,3-Dithioles and Dithiolanes;179
16.3;5.6.3 1,3-Oxathioles and Oxathiolanes;183
16.4;5.6.4 1,2-Dioxolanes;184
16.5;5.6.5 1,2-Dithioles and Dithiolanes;184
16.6;5.6.6 1,2-Oxathioles and Oxathiolanes;185
16.7;5.6.7 Three Heteroatoms;185
16.8;5.6.8 References;185
17;Chapter 5.7 Five-Membered Ring Systems: With O & N Atoms;190
17.1;5.7.1 ISOXAZOLES;190
17.2;5.7·2 ISOXAZOLINES;192
17.3;5.7.3 ISOXAZOLIDINES;192
17.4;5 .7 . 4 OXAZOLES;195
17.5;5.7.5 OXAZOLINES AND OXAZOLINONES;195
17.6;5.7.6 OXAZOLIDINES AND OXAZOLIDINONES;198
17.7;5·7·7 OXADIAZOLES;200
17.8;5-7.8 REFERENCES;202
18;Chapter 6.1 Six-Membered Ring Systems: Pyridine and Benzo Derivatives;206
18.1;6.1.1 SYNTHESIS;206
18.2;6.1.2 REACTIONS;215
18.3;6.1.3 THEORETICAL ASPECTS OF SYNTHETIC IMPORTANCE;230
18.4;REFERENCES;231
19;Chapter 6.2 Six-Membered Ring Systems: Diazines and Benzo Derivatives;237
19.1;6.2.1 INTRODUCTION;237
19.2;6.2.2 PYRIDAZINES AND BENZODERIVATIVES;237
19.3;6.2.3 PYRIMIDINES AND BENZODERIVATIVES;241
19.4;6.2.4 PYRAZINES AND BENZODERIVATIVES;248
19.5;REFERENCES;250
20;Chapter 6.3 Six-Membered Ring Systems: Triazines, Tetrazines, and Fused Ring Polyaza Systems;255
20.1;6.3.1 INTRODUCTION;255
20.2;6.3.2 SYNTHESIS;255
20.3;6.3.3 REACTIONS;266
20.4;REFERENCES;276
21;Chapter 6. 4 Six-Membered Ring Systems: With O and/or S Atoms;279
21.1;Introduction;279
21.2;6.4.1 HETEROCYCLES CONTAINING ONE OXYGEN ATOM;279
21.3;6.4.2 HETEROCYCLES CONTAINING ONE SULFUR ATOM;294
21.4;6.4.3 HETEROCYCLES CONTAINING TWO OR MOREOXYGEN ATOMS;296
21.5;6.4.4 HETEROCYCLES CONTAINING TWOSULFUR ATOMS;298
21.6;6.4.5 HETEROCYCLES CONTAININGSULFUR IN THE SAME RINGBOTH OXYGEN AND;300
21.7;6.4.6 REFERENCES;301
22;Chapter 7. Seven-Membered Rings;305
22.1;7.1 Introduction;305
22.2;7.2 Ring systems containing one heteroatom;305
22.3;7.3 Ring systems containing two heteroatoms;314
22.4;7.4 Ring systems containing two different heteroatoms;317
22.5;7. 5 Ring systems containing 3 or more heteroatoms;319
22.6;7.6 References;321
23;Chapter 8. Eight-Membered and Larger Rings;326
23.1;8.1 INTRODUCTION;326
23.2;8.2 CARBON–OXYGEN RINGS;327
23.3;8.3 CARBON–NITROGEN RINGS;328
23.4;8.4 CARBON–OXYGEN/CARBON–NITROGEN (CATENANES);328
23.5;8.5 CARBON–SULFUR RINGS;329
23.6;8.6 CARBON-SELENIUM RINGS;330
23.7;8.7 CARBON-SILICON RINGS;330
23.8;8.8 CARBON-GERMANIUM RINGS;330
23.9;8.9 CARBON–OXYGEN/CARBON-NITROGEN-OXYGEN RINGS (CATENANES);330
23.10;8.10 CARBON–OXYGEN/CARBON-NITROGEN-SULFUR RINGS (CATENANES);330
23.11;8.11 (CARBON–NITROGEN-OXYGEN)n RINGS;331
23.12;8.12 CARBON–SULFUR-OXYGEN RINGS;332
23.13;8.13 CARBON–NITROGEN-SULFUR RINGS;333
23.14;8.14 CARBON–OXYGEN–PHOSPHORUS RINGS;333
23.15;8.15 CARBON–NITROGEN-SILICON RINGS;333
23.16;8.16 CARBON-NITROGEN-SULFUR-OXYGEN RINGS;334
23.17;8.17 CARBON–NITROGEN-SULFUR-OXYGEN/CARBON-NITROGEN-OXYGEN RINGS (CATENANES);334
23.18;8.18 CARBON–NITROGEN–PHOSPHORUS-OXYGEN RINGS;334
23.19;8.19 CARBON–METAL RINGS;334
23.20;8.20 CARBON–NITROGEN-METAL RINGS;335
23.21;8.21 CARBON-PHOSPHORUS-OXYGEN-METAL RINGS;336
23.22;8.22 REFERENCES;336
24;SUBJECT INDEX;340