Interrupting the [Au]-catalyzed nitroalkyne cycloisomerization: trapping the putative alpha-oxo gold carbene with benzo[c]isoxazole
| Title | Interrupting the [Au]-catalyzed nitroalkyne cycloisomerization: trapping the putative alpha-oxo gold carbene with benzo[c]isoxazole |
| Publication Type | Journal Article |
| Year of Publication | 2021 |
| Authors | Dhote, PS, , |
| Journal | Organic Letters |
| Volume | 23 |
| Issue | 7 |
| Pagination | 2632-2637 |
| Date Published | APR |
| Type of Article | Article |
| ISSN | 1523-7060 |
| Abstract | 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. |
| DOI | 10.1021/acs.orglett.1c00539 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 6.005 |
Divison category:
Organic Chemistry
