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Publication Details:

Title: An Orchestrated Unsymmetrical Annulation Episode of C(sp2)–H Bonds with Alkynes and Quinones: Access to Spiro-isoquinolones

Author(s)Kallol Mukherjee, Majji Shankar, Koushik Ghosh, Akhila K Sahoo : Org. Lett., 2018, 20, 1914–1918
Journal NameOrganic Letters
journal image URLhttp://chemistry.uohyd.ac.in/~aks/wp-content/uploads/orletmajji.png

More Details:


A nontrivial Ru-catalyzed one-pot sequential oxidative coupling of a (hetero)arene/vinylic/chromene system with alkyne and quinone is presented; the methyl phenyl sulfoximine (MPS) directing group is vital. This cyclization forms four (two C–C and two C–N) bonds in a single operation and produces unusual spiro-fused-isoquinolones with a broad scope. The release of phenyl methyl sulfoxide makes the MPS group transformable. A deuterium scrambling study sheds light on the reaction path.

https://pubs.acs.org/doi/abs/10.1021/acs.orglett.8b00468