One-pot cascade synthesis of 2,3-disubstituted 2,3-dihydrobenzofurans via ortho-quinone methide intermediates generated in situ
2015
A simple and efficient one-pot cascade reaction for the regioselective synthesis of trans or cis/trans 2,3-disubstituted 2,3-dihydrobenzofurans is reported. The method involves fluoride-induced desilylation, generation of o-quinone methide (o-QM) by chloride or nitrate anion elimination, Michael addition and intramolecular 5-exo-tet elimination of a bromide anion. Nitrate, acetoxy and chloride anions are compared as leaving groups in the formation of the in situ generated o-QM.
Keywords:
- Correction
- Source
- Cite
- Save
- Machine Reading By IdeaReader
34
References
7
Citations
NaN
KQI