Issue 8, 2020

Solvent-controlled divergent annulation of ynones and (iso)quinoline N-oxides: of 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones

Abstract

An effective annulation of ynones and (iso)quinoline N-oxides was developed to deliver various functionalized 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones in moderate to excellent yields, respectively. This protocol exhibits high regioselectivity and broad substrate scope under transition-metal-free conditions. Moreover, the key reaction intermediate was successfully isolated and determined unambiguously by single crystal X-ray crystallography.

Graphical abstract: Solvent-controlled divergent annulation of ynones and (iso)quinoline N-oxides: of 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones

Supplementary files

Article information

Article type
Communication
Submitted
07 Nov 2019
Accepted
16 Dec 2019
First published
16 Dec 2019

Chem. Commun., 2020,56, 1183-1186

Solvent-controlled divergent annulation of ynones and (iso)quinoline N-oxides: of 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones

W. Yang, L. Chen, P. Chen, Y. Ye, Y. Wang and X. Zhang, Chem. Commun., 2020, 56, 1183 DOI: 10.1039/C9CC08713C

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