%0 Journal Article %J Organic Letters %D 2021 %T Interrupting the [Au]-catalyzed nitroalkyne cycloisomerization: trapping the putative alpha-oxo gold carbene with benzo[c]isoxazole %A Dhote, Pawan S. %A Ramana, V, Chepuri %X

The [Au]-catalyzed nitroalkyne cycloisomerization of 2-alkynylnitrobenzenes leading to anthranils has been interrupted by possible trapping of the postulated intermediate alpha-oxo gold carbene with an external nucleophile such as benzo[c]isoxazole (anthranil). At the outset, this provides a simple synthesis of highly functionalized 3-acyl-(2-formylphenyl)-2H-indazoles with the sequential C-O, C-N, and N-N bond formations. This provides indirect support for the existence of alpha-oxo gold carbenes in the [Au]-catalyzed internal redox processes of nitroalkynes.

%B Organic Letters %V 23 %P 2632-2637 %8 APR %G eng %N 7 %9 Article %3

Foreign

%4 6.005 %R 10.1021/acs.orglett.1c00539