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Published TCIMAIL newest issue No.197
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Corey-Fuchs Reaction
The Corey-Fuchs reaction is a two-step reaction sequence used to convert aldehydes into terminal alkynes. The intermediate 1,1-dibromoalkene is produced from aldehydes, triphenylphosphine and carbon tetrabromide during the reaction sequence and can be isolated. This is then converted to the alkyne following the addition of a strong base such as butyllithium.
- Reagents:
- Carbon tetrabromide, Triphenylphosphine, Butyllithium
- Reactants:
- Aldehydes
- Products:
- Terminal alkynes
- Scheme:
-
- Original literature:
-
- A synthetic method for formyl→ethynyl conversion (RCHO→RC≡CH or RC≡CR')
- Review literature:
-
- SYNTHESIS OF 1,3-DIENES FROM ALKYNES AND ETHYLENE: ACETIC ACID 2-METHYLENE-3-PHENETHYLBUT-3-ENYL ESTER
