Synthesis of N-substituted pyrrole-3-carbaldehydes by hydroformamination of 2,5-dimethoxy-2,5-dihydrofuran
β Scribed by L. Yu. Brezhnev; M. M. Vartanyan; E. Yu. Vol'f; T. Yu. Solov'eva; A. P. Rodin
- Publisher
- Springer US
- Year
- 1990
- Tongue
- English
- Weight
- 57 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0009-3122
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π SIMILAR VOLUMES
Substituted pyrrole derivatives are prepared by treatment of 2,3-dihydrofuran derivatives with trifluoroacetic acid. These in turn are obtained by Michael addition of carbon nucleophiles of the b-dicarbonyl type to N-(4-toluenesulfonyl)-N-(tertbutyloxycarbonyl)-dehydroalanine methyl ester.
2,5-Dimethoxy-2,5-dihydrofuran reacts, in the presence of a catalytic amount of MgBr 2 β’Et 2 O with the appropriate vinyl ether, to give functionalised 2-alkylfurans with good yield and mild reaction conditions, this represents a useful synthetic approach to 2-(2-furo)tetrahydro -furanic or -pyranic
## Abstract An improved method for the reaction of 2,4βdichlorothiazoleβ5βcarbaldehyde (2) with secondary amines was established using potassium carbonate in acetonitrile at room temperature instead of deprotonation with butyllithium in tetrahydrofuran at β78Β°. The method is convenient and the yiel