Azomethine Ylids, Azomethine Imines, and Iminophosphoranes in Organic Syntheses
- 1 January 1973
- journal article
- review article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1973 (08) , 469-483
- https://doi.org/10.1055/s-1973-22235
Abstract
Azomethine ylids and imines undergo 1,3-cycloaddition reactions to give rise to a variety of heterocyclic compounds. Photolysis of azomethine imines yields 1,2-diazepin derivatives. Iminophosphoranes serve as precursors to carbodiimides, substituted hydrazines, and heterocyclic compounds and have potential application in the synthesis of stable diazonium salts. 1. Preparation of Dipolar Intermediates 1.1. Azomethine Ylids 1.2. Azomethine Imines 1.3. Iminophosphoranes 2. 1,3-Cycloaddition Reactions 2.1. Synthesis of Pyrroles, Reduced Pyrroles, and Condensed Pyrroles 2.2. Synthesis of 1,3a-Diazapentalenes 2.3. Synthesis of Pyrazoles, Pyrazolines, Pyrazolidines, and Related Compounds 2.4. Cycloadditions Involving a Heteroelement in the Dipolarophile 3. Photolytic Reactions 4. Miscellaneous SynthesesKeywords
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