Regioselective synthesis of phenanthridine-fused quinazolinones using a 9-mesityl-10-methylacridinium perchlorate photocatalyst

Rosalin Bhanja; Shyamal Kanti Bera; Prasenjit Mal

doi:10.1039/d3cc00537b

Regioselective synthesis of phenanthridine-fused quinazolinones using a 9-mesityl-10-methylacridinium perchlorate photocatalyst

Chem Commun (Camb). 2023 Apr 11;59(30):4455-4458. doi: 10.1039/d3cc00537b.

Authors

Rosalin Bhanja¹, Shyamal Kanti Bera¹, Prasenjit Mal¹

Affiliation

¹ School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, Bhubaneswar, PO Bhimpur-Padanpur, Via Jatni, District Khurda, Odisha 752050, India. pmal@niser.ac.in.

PMID: 36943717
DOI: 10.1039/d3cc00537b

Abstract

Herein, we demonstrate a regioselective intramolecular C-N cross-coupling for the synthesis of 14H-quinazolino[3,2-f]phenanthridin-14-one by using 9-mesityl-10-methylacridinium perchlorate as the visible-light (450-470 nm) photocatalyst. The experiments with BHT, TEMPO, and Stern-Volmer quenching studies helped to rationalize a radical pathway via a SET mechanism.