Ruthenium-catalyzed (spiro)annulation of N-aryl-2, 3-dihydrophthalazine-1, 4-diones with quinones to access pentacyclic spiro-indazolones and fused-cinnolines. Issue 23 (26th May 2022)

• Record Type: Journal Article
• Authors: Naharwal, Sushma; Karishma, Pidiyara; Mahesha, Chikkagundagal K.; Bajaj, Kiran; Mandal, Sanjay K.; Sakhuja, Rajeev
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 23(2022)
• Page Start: 4753
• Page End: 4764
• Publication Date: 2022-05-26
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00493c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The concise syntheses of spiro-indazolones and fused-cinnolines by Ru(ii )-catalyzed [4 + 1] and [4 + 2] oxidative coupling between N -aryl-2, 3-dihydrophthalazine-1, 4-diones and 1, 4-benzoquinones. Abstract : Ru(ii )-catalyzed strategies were developed for the [4 + 1] and [4 + 2] oxidative coupling between N -aryl-2, 3-dihydrophthalazine-1, 4-diones and 1, 4-benzoquinones, achieving spiro-indazolones and fused-cinnolines, respectively. Mild, aerobic and external oxidant-free conditions, as well as the use of a ruthenium catalyst for such (spiro)annulative strategies with quinones over reported Rh/Ir-catalyts, underline the rewards of the disclosed protocols.