Issue 36, 2019

Rhodium-catalyzed C–H activation/annulation of amidines with 4-diazoisochroman-3-imines toward isochromeno[3,4-c]isoquinolines

Abstract

A rhodium-catalyzed C–H activation/annulation of amidines with 4-diazoisochroman-3-imines has been established to afford a series of 8-amino-5H-isochromeno[3,4-c]isoquinolines in moderate to good yields with good functional group tolerance. This reaction proceeded in a sequential C–H activation/carbene migration insertion/intramolecular annulation procedure and featured the construction of a C–C and C–N bond in one pot. UV-vis and fluorescence spectral analyses of these highly fused heteroarenes were performed.

Graphical abstract: Rhodium-catalyzed C–H activation/annulation of amidines with 4-diazoisochroman-3-imines toward isochromeno[3,4-c]isoquinolines

Supplementary files

Article information

Article type
Paper
Submitted
21 Jul 2019
Accepted
29 Aug 2019
First published
30 Aug 2019

Org. Biomol. Chem., 2019,17, 8417-8424

Rhodium-catalyzed C–H activation/annulation of amidines with 4-diazoisochroman-3-imines toward isochromeno[3,4-c]isoquinolines

S. Xu, S. Qiao, S. Sun, J. Yu and J. Cheng, Org. Biomol. Chem., 2019, 17, 8417 DOI: 10.1039/C9OB01612K

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