Transformable Sulfoximine Assisted One-Pot Double Annulation of Vinylic C–H Bonds with Unactivated Alkynes

Shankar, Majji ; Guntreddi, Tirumaleswararao ; Ramesh, E. ; Sahoo, Akhila K. (2017) Transformable Sulfoximine Assisted One-Pot Double Annulation of Vinylic C–H Bonds with Unactivated Alkynes Organic Letters, 19 (20). pp. 5665-5668. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/acs.orglett.7b02824

Related URL: http://dx.doi.org/10.1021/acs.orglett.7b02824

Abstract

The methylphenyl sulfoximine (MPS) directing group (DG) successfully promotes the one-pot double annulation of acrylic acids with alkynes under Ru catalysis, which is unprecedented. Diverse arrays of pyrido-fused-isoquinolinone skeletons are fabricated from acrylamides, creating two C–C and two C–N bonds in a single operation. The unsymmetrical annulation with two distinct alkynes is presented. The recovery of methylphenyl sulfoxide, a precursor of MPS, validates the synthetic adaptability of transformable-DG (TfDG) in C–H activation.

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Source:Copyright of this article belongs to American Chemical Society.
ID Code:121870
Deposited On:22 Jul 2021 18:36
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