Competing intra- vs intermolecular nitrene transfer in the [Au]-catalysed reaction of 2-alkynylphenylazides
| Title | Competing intra- vs intermolecular nitrene transfer in the [Au]-catalysed reaction of 2-alkynylphenylazides |
| Publication Type | Journal Article |
| Year of Publication | 2022 |
| Authors | Dhote, PS, V. Ramana, C |
| Journal | Advanced Synthesis & Catalysis |
| Volume | 364 |
| Issue | 6 |
| Pagination | 1122-1133 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 1615-4150 |
| Keywords | 2-Benzisoxazole, Anthranil and 1, Gold catalysis, Nitrene Transfer, Quinazoline |
| Abstract | The possibility of interrupting the gold-catalysed intramolecular cyclization of 2-alkynylphenylazide derivatives, employing known nitrene transfer reagents such as anthranil and its isomer 1,2-benzisoxazole, has been attempted in search of developing simple tools for product diversification. With 1,2-benzisoxazoles, the intermolecular nitrene transfer leading to quinazoline is competitive with intramolecular azidoalkyne cyclization resulting in spiro indol-3-ylidene derivatives. However, in case of the reaction in the presence of anthranil, both intra- and intermolecular nitrene transfer processes result in the same product indol-3-ylidene. |
| DOI | 10.1002/adsc.202101412 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 5.837 |
Divison category:
Organic Chemistry
