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

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.
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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

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P. Šafář, Š. Marchalín, M. Šoral, J. Moncol, Adam Daïch. Structure and Mechanism Revision of a Catalyzed Cyclization of Benzaldehyde Bearing Alkyne-Nitrile. Organic Letters, American Chemical Society, 2017, 19 (18), pp.4742-4745. ⟨10.1021/acs.orglett.7b01881⟩. ⟨hal-02413277⟩

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