Issue 17, 2023

Assembly of iodinated indolo[1,2-c]quinazoline amines via I2/CHP-promoted cascade annulation of isocyanides and diarylalkynes

Abstract

Herein, a straightforward and efficient approach to iodinated indolo[1,2-c]quinazoline amines via I2/cumene hydroperoxide (CHP)-promoted cascade annulation of diarylalkynes and isocyanides has been described. This method features excellent regio- and chemoselectivities, good functional group compatibility, and mild reaction conditions. Mechanistic studies suggest that CHP is essential to the catalytic cycle of the reaction. The newly formed indolo[1,2-c]quinazoline scaffolds can be further modified, showing potential applications in medicinal chemistry and materials science.

Graphical abstract: Assembly of iodinated indolo[1,2-c]quinazoline amines via I2/CHP-promoted cascade annulation of isocyanides and diarylalkynes

Supplementary files

Article information

Article type
Research Article
Submitted
29 May 2023
Accepted
11 Jul 2023
First published
20 Jul 2023

Org. Chem. Front., 2023,10, 4305-4310

Assembly of iodinated indolo[1,2-c]quinazoline amines via I2/CHP-promoted cascade annulation of isocyanides and diarylalkynes

M. Zhang, M. Li, H. Jiang, B. Nie and W. Wu, Org. Chem. Front., 2023, 10, 4305 DOI: 10.1039/D3QO00799E

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