Sulfoximine-Assisted Unsymmetrical Twofold C–H Functionalization of Arenes

Ghosh, Koushik ; Ghosh, Arghadip ; Mukherjee, Kallol ; Rit, Raja K. ; Sahoo, Akhila K. (2020) Sulfoximine-Assisted Unsymmetrical Twofold C–H Functionalization of Arenes Journal of Organic Chemistry, 85 (13). pp. 8618-8626. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/acs.joc.0c01010

Related URL: http://dx.doi.org/10.1021/acs.joc.0c01010

Abstract

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:121757
Deposited On:22 Jul 2021 06:05
Last Modified:22 Jul 2021 06:05

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