Issue 24, 2019

Rhodium(iii)-catalyzed [3 + 3] annulation reactions of N-nitrosoanilines and cyclopropenones: an approach to functionalized 4-quinolones

Abstract

We report Rh(III)-catalyzed [3 + 3] annulation reactions for the preparation of functionalized 4-quinolones from N-nitrosoanilines and cyclopropenones. This reaction allows C–C bond cleavage and the construction of C–C and C–N bonds via N-nitroso-directed C–H activation. Good regioselectivity is achieved by using unsymmetrical meta-substituted N-nitrosoanilines. With this method, a variety of 4-quinolone derivatives were prepared in moderate to good yields under mild conditions.

Graphical abstract: Rhodium(iii)-catalyzed [3 + 3] annulation reactions of N-nitrosoanilines and cyclopropenones: an approach to functionalized 4-quinolones

Supplementary files

Article information

Article type
Research Article
Submitted
12 Oct 2019
Accepted
31 Oct 2019
First published
01 Nov 2019

Org. Chem. Front., 2019,6, 3973-3977

Rhodium(III)-catalyzed [3 + 3] annulation reactions of N-nitrosoanilines and cyclopropenones: an approach to functionalized 4-quinolones

Y. Liu, Y. Tian, K. Su, P. Wang, X. Guo and B. Chen, Org. Chem. Front., 2019, 6, 3973 DOI: 10.1039/C9QO01250H

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