Fluorination of Allenes

Introduction

Owing to the presence of two C=C bonds in allenes, the reactivities of allenes are very different from those of alkenes and alkynes. The unique structure of allenes allows a great number of useful transformations [1,2,3,4]. During the past several decades, tremendous progress has been made in fluorination of alkenes and alkynes with different fluorination reagents [5,6,7]. Alkene fluorination is an efficient way to alkyl fluorides, whereas the same reaction of alkynes provides the alkenyl fluorides [5]. Fluorination of allenes provides another potential pathway to afford the alkenyl, 1,3-alkadienyl, allylic, propargylic, and alkynylic fluorides. However, due to the lack of efficient control of the regio- or stereoselectivity, the fluorination of allene compounds has not yet received extensive investigation. So far only limited examples of fluorination of allenes have been reported. From the mechanistic aspect, most of these reactions can be classified into three types:...