Issue 39, 2018

Ruthenium(ii)-catalyzed synthesis of indazolone-fused cinnolines via C–H coupling with diazo compounds

Abstract

A robust, efficient and scalable method for the synthesis of 12H-indazolo[2,1-a]cinnolin-12-ones was developed. Significantly, a less developed cationic complex [Ru(p-cymene)(MeCN)3(SbF6)2] was found to be effective for this transformation. In this reaction, a tandem pathway of C–H ruthenation, Ru(II)–carbene formation, migratory insertion and condensation was involved. The results of a primary mechanistic study suggested that the C–H activation process might follow an electrophilic-type metalation/deprotonation mechanism.

Graphical abstract: Ruthenium(ii)-catalyzed synthesis of indazolone-fused cinnolines via C–H coupling with diazo compounds

Supplementary files

Article information

Article type
Paper
Submitted
23 Aug 2018
Accepted
12 Sep 2018
First published
13 Sep 2018

Org. Biomol. Chem., 2018,16, 7236-7244

Ruthenium(II)-catalyzed synthesis of indazolone-fused cinnolines via C–H coupling with diazo compounds

L. Su, Z. Yu, P. Ren, Z. Luo, W. Hou and H. Xu, Org. Biomol. Chem., 2018, 16, 7236 DOI: 10.1039/C8OB02071J

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