E-Book Overview
Content: v. 1. Three-membered heterocycles, together with all fused systems containing a three-membered heterocyclic ring / volume editor, Albert Padwa -- v. 2. Four-membered heterocycles together with all fused systems containing a four-membered heterocyclic ring / volume editor, Christian Stevens -- v. 3. Five-membered rings with one heteroatom together with their benzo and other carbocyclic-fused derivatives / volume editors, Gurnos Jones, Christopher A. Ramsden -- v. 4. Five-membered rings with two heteroatoms, each with their fused carbocyclic derivatives / volume editor, John Joule -- v. 5. Five-membered rings: triazoles, oxadiazoles, thiadiazoles and their fused carbocyclic derivatives / volume editor, Viktor V. Zhdankin -- v. 6. Other five-membered rings with three or more heteroatoms, and their fused carbocyclic derivatives / volume editor, Viktor V. Zhdankin -- v. 7. Six-membered rings with one heteroatom, and their fused carbocyclic derivatives / volume editor, David StC. Black -- v. 8. Six-membered rings with two heteroatoms, and their fused carbocyclic derivatives / volume editor, R. Alan Aitken -- v. 9. Six-membered rings with three or more heteroatoms, and their fused carbocyclic derivatives / volume editor, Kenneth Turnbull -- v. 10. Ring systems with at least two fused heterocyclic five- or six-membered rings with no bridgehead heteroatom / volume editor, Ray C.F. Jones -- v. 11. Bicyclic 5-5 and 5-6 fused ring systems with at least one bridgehead (ring junction) N / volume editor, Janine Cossy -- v. 12. Five- and six-membered fused systems with bridgehead (ring junction) heteroatoms concluded: 6-6 bicyclic with one or two N or other heteroatoms; polycyclic; spirocyclic / volume editor, Keith Jones -- v. 13. Seven-membered heterocyclic rings and their fused derivatives / volume editor, George R. Newkome -- v. 14. Eight-membered and larger heterocyclic rings and their fused derivatives, other seven-membered rings / volume editor, George R. Newkome -- v. 15. Cumulative subject index
E-Book Content
6.01 1,2-Oxa/thia-3-azoles O. A. Rakitin Zelinski Institute of Organic Chemistry, Moscow, Russia ª 2008 Elsevier Ltd. All rights reserved. 6.01.1 Introduction 2 6.01.2 Theoretical Methods 2 6.01.3 Experimental Structural Methods 4 6.01.3.1 X-Ray Diffraction 4 6.01.3.2 1 6 H NMR Spectroscopy 6.01.3.3 13 6.01.3.4 UV Spectroscopy 8 6.01.3.5 ESR Spectroscopy 9 6.01.3.6 Cyclic Voltammetry 9 6.01.3.7 IR Spectroscopy 10 6.01.3.8 Mass Spectrometry 10 C NMR Spectroscopy 7 6.01.4 Thermodynamic Aspects 11 6.01.5 Reactivity of Fully Conjugated Rings 11 6.01.5.1 Unimolecular Thermal Reactions 11 6.01.5.2 Electrophilic Attack at Ring Atoms 12 6.01.5.3 Nucleophilic Attack at Ring Sulfur 12 6.01.5.4 Nucleophilic Attack at Ring Carbon 14 6.01.5.5 Reactions Involving Radicals, Electron-Deficient Species, Reducing Agents, and at Surfaces 6.01.6 6.01.6.1 19 Reactivity of Nonconjugated Rings 20 Reactions of Hydrogenated Derivatives of 1,2,3-Oxathiazole S-Oxides 20 6.01.7 Reactivity of Substituents Attached to Ring Carbon Atoms 22 6.01.8 Reactivity of Substituents Attached to Ring Heteroatoms 24 6.01.9 Ring Syntheses from Acyclic Compounds Classified by Number of Ring Atoms Contributed by Each Component 25 6.01.9.1 Fo