Competing intra- vs intermolecular nitrene transfer in the [Au]-catalysed reaction of 2-alkynylphenylazides

TitleCompeting intra- vs intermolecular nitrene transfer in the [Au]-catalysed reaction of 2-alkynylphenylazides
Publication TypeJournal Article
Year of Publication2022
AuthorsDhote, PS, V. Ramana, C
JournalAdvanced Synthesis & Catalysis
Volume364
Issue6
Pagination1122-1133
Date PublishedMAR
Type of ArticleArticle
ISSN1615-4150
Keywords2-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.

DOI10.1002/adsc.202101412
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

5.837

Divison category: 
Organic Chemistry

Add new comment