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Sulfoximine-Assisted Unsymmetrical Twofold C–H Functionalization of Arenes

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posted on 22.06.2020, 09:30 by Koushik Ghosh, Arghadip Ghosh, Kallol Mukherjee, Raja K. Rit, Akhila K. Sahoo
An unprecedented ruthenium (Ru)-catalyzed twofold unsymmetrical annulation of 3-O/N-allyl benzoic acid derivatives with isocyanates for the construction of dihydro-furan/indole-fused phthalimide scaffolds is discussed. This double-unsymmetrical functionalization of both o,o’-C–H bonds of arene moiety is explicitly viable under the influence of methylphenyl sulfoximine directing group constructing three different [C–C/C–C­(O)/N–C­(O)] bonds under a single catalytic system. A broad scope with all six-carbon-substituted arene motifs, control experiments, and gram-scale synthesis make the synthetic model viable and significant.