Herein, we have developed a strategy of Rh(III)-catalyzed C–H
activation of N-nitrosoanilines and iodonium ylides to construct
novel tetralydrocarbzol-4-one scaffolds, which provided valuable
templates for sequential C-H functionalization such as alkylation,
alkenylation, amidation and (hetero)arylation at
C5-position of tetralydrocarbzol-4-one with
different coupling partners. Gram-scale synthesis and further
transformation of tetralydrocarbzol-4-one derivatives to Ondansetron and
its analogues demonstrated the utility of this protocol, which enabled
the concise and diverse construction of biologically active molecules.
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