Abstract
AbstractSeveral alkynylbicyclo[1.1.0]butanes are prepared by coupling of bicyclo[1.1.0]butylmagnesium bromide with alkynyl chlorides. Severe side reactions, which take place with alkynyl bromides, are not observed. Bridgehead‐lithiated bicyclo[1.1.0]butanes are also effective components in these reactions. The coupling occurs by nickel catalysis as shown by control experiments, an uncatalyzed nucleophilic substitution at the acetylenic carbon atom not being a major reaction path. Alkyl‐ and aryllithium compounds could also be coupled with alkynyl chloride 13c, but in the case of alkynyllithium reagents side reactions decreased the synthetic value of this alkynylic coupling procedure.
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