Diastereoselective synthesis of CF-dihydrobenzofurans by [4+1] annulation of -generated CF--quinone methides and sulfur ylides

An efficient and highly diastereoselective synthesis of CF 3 -dihydrobenzofurans by the reaction of in situ -generated CF 3 - o QMs in the presence of a base with sulphur ylides is put forward. The generality of the present developed method was well studied with diverse substrates to access the corr...

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Published inRSC advances Vol. 1; no. 63; pp. 38588 - 38591
Main Authors Jha, Babli K, Prudhviraj, Jaggaraju, Mainkar, Prathama S, Punna, Nagender, Chandrasekhar, Srivari
Format Journal Article
LanguageEnglish
Published 20.10.2020
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Summary:An efficient and highly diastereoselective synthesis of CF 3 -dihydrobenzofurans by the reaction of in situ -generated CF 3 - o QMs in the presence of a base with sulphur ylides is put forward. The generality of the present developed method was well studied with diverse substrates to access the corresponding products in excellent yields. The highly reactive CF 3 - o QM has been utilized first time for the annulation reaction. The first [4 + 1] annulation reaction of in situ -generated highly electrophilic CF 3 - ortho -quinone methides with sulphur ylides has been put forth under mild reaction conditions to access CF 3 -dihydrobenzofurans.
Bibliography:Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
2023269
10.1039/d0ra08289a
ISSN:2046-2069
DOI:10.1039/d0ra08289a