Issue 15, 2022

A practical route to arylated dihydroacridine derivatives via nickel boride mediated intramolecular reductive cyclization-concomitant dehydration

Abstract

A facile and highly efficient route towards 3-aryl-1,2-dihydroacridine derivatives from an aldol adduct of o-nitrobenzaldehyde and cyclohexenone derivatives has been described. In situ generated nickel boride was found to be an excellent reagent to construct the acridine framework via an intramolecular reductive cyclization reaction at ambient temperature under acid-free conditions. The reaction is proved to be compatible from the milligram to multigram scale. Operational simplicity, good yields, a broad substrate scope, and scalability make this protocol a valuable addition to the existing methods for acridine derivatives.

Graphical abstract: A practical route to arylated dihydroacridine derivatives via nickel boride mediated intramolecular reductive cyclization-concomitant dehydration

Supplementary files

Article information

Article type
Paper
Submitted
01 Nov 2021
Accepted
28 Feb 2022
First published
11 Mar 2022

New J. Chem., 2022,46, 7168-7176

A practical route to arylated dihydroacridine derivatives via nickel boride mediated intramolecular reductive cyclization-concomitant dehydration

R. Sarkar, S. K. Samanta, A. Hasija, D. Chopra, D. Ganguly and M. K. Bera, New J. Chem., 2022, 46, 7168 DOI: 10.1039/D1NJ05196B

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