Synthesis of New gamma-Lactams with gem-Difluorinated Side Chains

Ali Soulieman; Nicolas Gouault; Thierry Roisnel; Frédéric Justaud; Joël Boustie; René Grée; Ali Hachem

doi:10.1055/s-0039-1690715

Journal articles

Synthesis of New gamma-Lactams with gem-Difluorinated Side Chains

Ali Soulieman ^{1, 2} Nicolas Gouault ¹ Thierry Roisnel ¹ Frédéric Justaud ¹ Joël Boustie ¹ René Grée ^{1, *} Ali Hachem ^{2, 3, *}

* Corresponding author

1 ISCR - Institut des Sciences Chimiques de Rennes

2 LU - Lebanese University [Beirut]

3 Agence universitaire de la Francophonie (Beyrouth, Lebanon)

Abstract : A short and efficient approach has been designed for the synthesis of new gamma-lactams that feature gem -difluorinated side-chains in position 4. The key steps involve 1,4-addition of nitroalkane anions on electrophilic gem -difluoroalkenes, followed by a cascade nitro reduction-heterocyclization. This flexible strategy also allows easy introduction of substituents in positions 3 or 5.

Keywords : fluorine gamma lactams gem-difluoropropargyl heterocycles synthesis

Document type :

Journal articles

Domain :

Chemical Sciences

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https://hal-univ-rennes1.archives-ouvertes.fr/hal-02438548
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Submitted on : Tuesday, January 14, 2020 - 11:49:11 AM
Last modification on : Friday, November 26, 2021 - 2:46:29 PM

Synthesis of New gamma-Lactams with gem-Difluorinated Side Chains

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Synthesis of New gamma-Lactams with gem-Difluorinated Side Chains

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