Issue 4, 2022

Bis(2-methoxyethyl)ether promoted intramolecular acceptorless dehydrogenative coupling to construct structurally diverse quinazolinones by molecular oxygen

Abstract

A simple, efficient, and clean approach for the synthesis of diverse dihydroisoquinolino[2,1-a]quinazolinones, 2-aryl quinazolinones, and analogues through intramolecular acceptorless dehydrogenative coupling has been achieved. The combination of bis(2-methoxyethyl)ether and molecular oxygen was identified as a highly efficient system for this oxidative dehydrogenative coupling sequential transformation without an external initiator, catalyst, and additive. The applicability and practicability were demonstrated by a scope of twenty-nine examples and a gram-scale reaction. Some control experiments were also conducted to support a possible reaction pathway.

Graphical abstract: Bis(2-methoxyethyl)ether promoted intramolecular acceptorless dehydrogenative coupling to construct structurally diverse quinazolinones by molecular oxygen

Supplementary files

Article information

Article type
Paper
Submitted
09 Dec 2021
Accepted
18 Jan 2022
First published
18 Jan 2022

Green Chem., 2022,24, 1644-1649

Bis(2-methoxyethyl)ether promoted intramolecular acceptorless dehydrogenative coupling to construct structurally diverse quinazolinones by molecular oxygen

R. Zhao, S. Wen, H. Fu, M. Liu, Q. Liu and H. Zhou, Green Chem., 2022, 24, 1644 DOI: 10.1039/D1GC04581D

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