Phenylacetylene

Dedicated to Professor Dr. Grzegorz Mlostoń, Dr. Emilia Obijalska, and my family.

Introduction

Phenylacetylene (1-phenylethyne, 1-phenylacetylene) is a terminal alkyne which under standard conditions is a light yellow liquid with a characteristic odor. It can be conveniently prepared via the reaction of benzaldehyde with the Bestmann–Ohira reagent in the presence of a base at room temperature.[1a] Other methods applied for its preparation consists in the treatment of acetophenone with lithium diisopropylamide (LDA) and diethyl chlorophosphate.[1b] Phenylacetylene is widely applied as a versatile building block, for example in Kinugasa reactions, Diels–Alder reactions, 1,3-dipolar cycloaddition reactions, diverse transition-metal-supported coupling reactions, and in nucleophilic additions.

Scheme 1

• References

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