Iridium-catalyzed [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds: access to indazolone-fused cinnolines. Issue 44 (31st October 2018)

• Record Type: Journal Article
• Authors: Mahesha, Chikkagundagal K.; Agarwal, Devesh S.; Karishma, Pidiyara; Markad, Datta; Mandal, Sanjay K.; Sakhuja, Rajeev
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 44(2018)
• Page Start: 8585
• Page End: 8595
• Publication Date: 2018-10-31
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob01681j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An Ir-catalyzed tandem strategy for the synthesis of indazolone-fused cinnolines by [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds. Abstract : An efficient one-pot Ir-catalyzed method was developed for the synthesis of indazolone-fused cinnolines by [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds via sequential C–H activation/carbene insertion/cyclization in a tandem manner. This method has excellent tolerance towards electron-withdrawing and electron-donating functional groups on 1-arylindazolone. This method was also found to be applicable to cyclic α-diazo carbonyl compounds.