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Issue 39, 2018
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Ruthenium(II)-catalyzed synthesis of indazolone-fused cinnolines via C–H coupling with diazo compounds

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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

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Publication details

The article was received on 23 Aug 2018, accepted on 12 Sep 2018 and first published on 13 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB02071J
Citation: Org. Biomol. Chem., 2018,16, 7236-7244
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    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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