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Structurally Diverse Nitrogen-Rich Scaffolds via Continuous Photo-Click Reactions

Authors :
Cronly, Davin
Smyth, Megan
Moody, Thomas S.
Wharry, Scott
Bruno-Colmenarez, Julia
Twamley, Brendan
Baumann, Marcus
Source :
Organic Letters; December 2024, Vol. 26 Issue: 49 p10559-10563, 5p
Publication Year :
2024

Abstract

Continuous flow technology was exploited for the effective generation of nitrile imines via photolysis of substituted aryl tetrazoles. The resulting photo-click process rapidly affords advanced nitrogen-rich scaffolds upon the subsequent trapping of the reactive dipole with alkenes, alkynes, and benzylic amines. Crucially, this approach uncovers the differential reactivity for ether vs amine tethers, thus providing facile and scalable access to underexplored medicinally relevant heterocyclic entities.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
26
Issue :
49
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs68120024
Full Text :
https://doi.org/10.1021/acs.orglett.4c03953