19009-64-4Relevant articles and documents
Dihalohydration of Alkynols: A Versatile Approach to Diverse Halogenated Molecules
Gibson, Samantha M.,D'Oyley, Jarryl M.,Higham, Joe I.,Sanders, Kate,Laserna, Victor,Aliev, Abil E.,Sheppard, Tom D.
, p. 4018 - 4028 (2018)
In this paper we outline how dihalohydration reactions of propargylic alcohols can be used to access a wide variety of useful halogenated building blocks. A novel procedure for dibromohydration of alkynes has been developed, and a selection of dichloro and dibromo diols and cyclic ethers were synthesized. The dihalohydration of homo-propargylic alcohols provides a useful route to 3-halofurans, which were shown to readily undergo cycloaddition reactions under mild conditions. Finally, a novel ring expansion of propargylic alcohols containing a cyclopropylalkyne provides access to halogenated alkenylcyclobutanes.