Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 13, Pages 8618-8626Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01010
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Funding
- SERB [EMR/2014/385]
- CSIR-UGC, India
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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.
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