Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.
Organoiodine(III)-promoted C(sp)-H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp)-H and C(sp)-H bonds for the synthesis of diverse imidazoles has been disclosed. The overall transformation involves the construction of four C-N bonds through hydroamination-azidation-cyclization sequence. The reaction can be easily handled and proceeds under mild conditions. Further, the potential of the present strategy is revealed by the practical synthesis of N-heterocyclic carbene (NHC) precursors.
PIDA/TBAB‐promoted oxidative geminal diazidofunctionalization of alkynes has been described for the first time. The transformation demonstrates a mechanistically distinctive approach to access geminal diazides, in which TBAB plays a crucial role as brominating agent and for the in situ generation of tetrabutylammonium azide. Furthermore, we have demonstrated here the first cycloaminative strategy by tactically employing the two azides groups leading to quinoxalines and synthesis of bis‐triazole derivatives via copper catalysis.
A concise, one-pot route to oxazoles
and furocoumarins has been
reported. The key step in this transformation involves in situ generation
of N-acyliminium ion (NAI) precursor under catalyst
and solvent-free conditions and their further transformations promoted
by superacid in the same pot. We have also presented the experimental
evidence for the involvement of proto-solvated novel exocyclic N-acyliminium ion. Further, the UV–visible and fluorescence
studies revealed that few of the compounds reported here exhibited
emission of blue light upon irradiation in EtOH in the region of 404–422
nm.
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