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Journal Articles Organic Letters Year : 2017

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

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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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hal-02413277 , version 1 (16-12-2019)

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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, 2017, 19 (18), pp.4742-4745. ⟨10.1021/acs.orglett.7b01881⟩. ⟨hal-02413277⟩
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