Reactions of Grignard reagents from 1-halogenoallenes. Allenes—XXXIII |
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Authors: | PM Greaves SR Landor MM Lwanga |
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Institution: | Fourah Bay College, Sierra Leone and Makerere University, Kampala, Uganda |
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Abstract: | Grignard reagents have been prepared from 1-bromo-3,3-dialkylallenes in ether or tetrahydrofuran. The allenic acids, 4,4-dialkylbuta-2,3-dienoic acids together with 4,4-dialkylbut-2-ynoic acids are formed with carbon dioxide to the exclusion of acids with a terminal acetylene group. Two coupled products, 3,4-diethyl-3,4-dimethylhexa-1,5-diyne and 3-ethyl-3,6-dimethylocta-4,5-dien-1-yne, which are formed as byproducts in reactions of 3-methylpenta-1,2-dienyl magnesium bromide with electrophiles (CO2, H2O, Me2CO), are obtained in high yield by passing oxygen through the solution of the Grignard reagent. |
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Keywords: | Present address: Chemistry Department Exeter University Exeter EX4 4QD U K |
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