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Regioselective difunctionalization of alkene: A simple access to haloether, haloesters and halohydrins.
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Jul2022, Vol. 101, pN.PAG-N.PAG. 1p. - Publication Year :
- 2022
-
Abstract
- [Display omitted] We have demonstrated a protocol to generalize regioselective 1,2-difunctionalization of alkenes, which is a simple and efficient method for the preparation of haloethers, haloesters and halohydrins using alcohol as nucleophiles with inexpensive and commercially available N -halosuccinimide (NXS) as the halogenating reagent with low catalyst loading under mild reaction condition. The methodology is also applicable for the easy access of various alkenes such as terminal, internal, heterocyclic ones and cyclic endoene with the striking features of high product yields (up to 99%). Moreover, a bioactive molecule was employed as substrate to test this reaction, the corresponding products were successfully prepared with moderate to good yield without losing their ester functional group. The given protocol has the following advantages such as a direct difunctionalization of alkenes, operational simplicity, good functional group tolerance and a wide substrate scope. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ALCOHOL
*FUNCTIONAL groups
*ISOINDOLE
*ALCOHOL drinking
*ALKENES
*NUCLEOPHILES
Subjects
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 101
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 157522092
- Full Text :
- https://doi.org/10.1016/j.tetlet.2022.153923