Unexpected Reactivity of 3-(Phenylethynyl)-1H-indenes towards Nucleophiles: Noncatalytic Addition to Triple Bond with or without Double Bond Migration

Abstract

When studying the chemical properties of (3-phenylethynyl)-1H-indenes, a new reaction was discovered, namely, nucleophilic addition to conjugated enynes accompanied in some cases by migration. The reaction takes place under mild conditions and is not catalyzed by transition metal complexes. A putative reaction mechanism via an allene intermediate is discussed.

Key words

alkynes - allenes - enynes - nucleophilic additions - rearrangements

References

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