Dihalohydration of Alkynols: A Versatile Approach to Diverse Halogenated Molecules.
European J Org Chem
; 2018(29): 4018-4028, 2018 Aug 07.
Article
em En
| MEDLINE
| ID: mdl-30147439
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.
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01-internacional
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MEDLINE
Idioma:
En
Revista:
European J Org Chem
Ano de publicação:
2018
Tipo de documento:
Article