## Abstract A new synthetic route to 4βsubstitutedβ2,2β²βbithiophenes has been developed utilizing 4βbromoβ2,2β²βbithiophene (1). Formation of the bithienyllithium adduct __via__ halogenβmetal exchange was found to be problematic and resulted in complex mixtures of products. The Grignard reagent of 1
A facile and general route to 4-substituted-2 butenolides
β Scribed by Persephone Canonne; Mohamed Akssira; Gilles Lemay
- Book ID
- 104244065
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 222 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Grignard reagents react with 7-oxabicycloC2.2.llhept-5-ene-2,3-dicarboxylic anhydride and produce in high yields the corresponding substituted bicycle-y-butanolides. These lactones produce the title compounds by retro Diels-Alder reaction during distillation. Previously, we have demonstrated that the action of di(bromomagnesio)alkanes with dicarboxylic cyclic anhydrides gave the corresponding spirolactones.'*' In a one-step reaction, this methodology was found to be general to most anhydrides with the exception of maleic anhydride which gave a mixture of several compounds.3 We describe herein a new and important aspect of this methodology which permits the synthesis of a series of bicyclobutanolides.
π SIMILAR VOLUMES
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