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
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