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The complete clarification of fracture criterion for nonlinear graphene with nanoscale singularity contributes not only to the reliable design of graphene-based nanodevices but also to the elucidation of the extreme dimensional limit in fracture mechanics.Employing TBN/TEMPO as the catalysts and oxygen as the oxidant, the biologically and pharmaceutically significant tetrahydro-β-carboline and β-carboline alkaloid scaffolds that used to be obtained by multi-step processes can now be selectively obtained in only one-step via direct aero