Year: 2024
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide Highly strained [3.2.1] bicyclic twisted amide 2 and corresponding amidium 10 were synthesized for the first time through Ag(I)-mediated halide abstraction. After initial lactamization attempts failed, a second-generation strategy was devised to target amidium 10 via intramolecular alkylation. The 3,4-dihydroisoquinolone cyclization precursor was regioselectively prepared via a Rh(III)-catalyzed C–H activation/annulation reaction. After Ag(I)-assisted cyclization, the [3.2.1] bicyclic framework of amidium 10 was confirmed by X-ray crystallography and enabled full solution characterization of twisted amide 2 .
Source: The Journal of Organic Chemistry
Institutions: Georgia Institute of Technology, Emory University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Funder: Georgia Institute of Technology
OpenAlex ID: W4401647188