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Dihalohydration of Alkynols: A Versatile Approach to Diverse Halogenated Molecules
- Source :
- European Journal of Organic Chemistry
- Publication Year :
- 2018
-
Abstract
- 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.
Details
- ISSN :
- 1434193X
- Volume :
- 2018
- Issue :
- 29
- Database :
- OpenAIRE
- Journal :
- European journal of organic chemistry
- Accession number :
- edsair.pmid..........2cf125a5ec49b6143f5d9f166c89dd1c