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Synthesis of Novel Fluorinated Benzofurans and Dihydrobenzofurans

Layal Hariss 1 Kamal H. Bouhadir Thierry Roisnel 2 René Grée 2 Ali Hachem 1
1 LU - Lebanese University [Beirut]
2 ISCR - Institut des Sciences Chimiques de Rennes
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.
Keywords : fluorine gem-difluoropropargyls benzofurans 2 3-dihydrobenzofurans oxa-michael additions heterocycles
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01500399
Contributor : Laurent Jonchère <>
Submitted on : Monday, April 3, 2017 - 11:14:35 AM
Last modification on : Thursday, July 16, 2020 - 3:17:21 AM

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UNIV-RENNES1 | ISCR | CNRS | SCR-CD | ISCR-PRATS | UR1-UFR-SPM | INC-CNRS | ISCR-CORINT | UNIV-RENNES | INSA-GROUPE | INSA-RENNES

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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⟩

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