An Intramolecular Reaction between Pyrroles and Alkynes Leads to Pyrrole Dearomatization under Cooperative Actions of a Gold Catalyst and Isoxazole Cocatalysts
Year: 2024
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide The gold-catalyzed one-pot synthesis of 3 H -benzo[ e ]isoindoles ( 3 ) from a mixture of isoxazole ( 2 ) and diynamides ( 1 ) is described. This tandem catalysis involves two separate steps: (i) initial synthesis of 2-(3-pyrrolyl)-1-alkynylbenzenes and (ii) a novel alkyne/pyrrole coupling reaction through pyrrole dearomatization. Our control experiments reveal the cooperative action of the gold catalyst and isoxazole cocatalyst to enable the novel alkyne/pyrrole coupling leading to a 1,2-acyl shift.
Source: Organic Letters
Authors: Satish Bhausaheb Dawange, Rai-Shung Liu
Institution: National Tsing Hua University
Language: English
Topic: Catalytic Alkyne Reactions
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Awards: G1946948222, G777574309
OpenAlex ID: W4401706281