Abstract : Starting from easily accessible propargylic fluorides an intramolecular oxa-Michael addition affords, in good yields, new gem-difluorodihydrobenzofurans bearing an electrophilic double bond in position 2. On these intermediates nucleophilic additions and Diels-Alder reactions have been performed affording functionalized fluorinated dihydrobenzofurans. On the other hand, Pd-catalyzed defluorinations give the corresponding fluorine containing benzofurans.
https://hal-univ-rennes1.archives-ouvertes.fr/hal-01500399
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Submitted on : Monday, April 3, 2017 - 11:14:35 AM Last modification on : Tuesday, January 12, 2021 - 4:46:03 PM
Layal Hariss, Kamal H. Bouhadir, Thierry Roisnel, René Grée, Ali Hachem. Synthesis of Novel Fluorinated Benzofurans and Dihydrobenzofurans. SYNLETT, Georg Thieme Verlag, 2017, 28 (2), pp.195--200. ⟨10.1055/s-0036-1588623⟩. ⟨hal-01500399⟩