Structure and Mechanism Revision of a Catalyzed Cyclization of Benzaldehyde Bearing Alkyne-Nitrile

P. Šafář; Š. Marchalín; M. Šoral; J. Moncol; Adam Daïch

doi:10.1021/acs.orglett.7b01881

Journal articles

Structure and Mechanism Revision of a Catalyzed Cyclization of Benzaldehyde Bearing Alkyne-Nitrile

P. Šafář ¹ Š. Marchalín ¹ M. Šoral ¹ J. Moncol ¹ Adam Daïch ^{2, 3}

1 Slovak University of Technology in Bratislava

2 URCOM - Unité de Recherche en Chimie Organique et Macromoléculaire

3 INC3M - Institut Normand de Chimie Moléculaire Médicinale et Macromoléculaire

Abstract : Pt(II)-catalyzed carbocyclization of benzaldehyde containing a keto-nitrile functionality resulted in the formation, respectively, of isochromenes and spiro-lactones instead of fused lactams and spiro-lactams as was previously reported. The reaction mechanism was proposed, and the products were identified by multidimensional NMR, IR, and X-ray analysis. The structure of these new products was also confirmed by their synthesis in an unambiguous manner using practical and short approaches. © 2017 American Chemical Society.

Keywords : Chemical structure Ketones Cyclization Amides Crystal structure

Document type :

Journal articles

Domain :

Chemical Sciences

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https://hal-normandie-univ.archives-ouvertes.fr/hal-02413277
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Submitted on : Monday, December 16, 2019 - 10:43:08 AM
Last modification on : Thursday, July 2, 2020 - 3:29:34 AM

Structure and Mechanism Revision of a Catalyzed Cyclization of Benzaldehyde Bearing Alkyne-Nitrile

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Structure and Mechanism Revision of a Catalyzed Cyclization of Benzaldehyde Bearing Alkyne-Nitrile

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