Rhodium-Catalyzed Functionalization and Annulation of N-Aryl phthalazinediones with Allyl Alcohols.
Chem Asian J
; : e202400711, 2024 Aug 23.
Article
em En
| MEDLINE
| ID: mdl-39176435
ABSTRACT
A direct ortho-Csp2-H acylalkylation of 2-aryl-2,3-dihydrophthalazine-1,4-diones with unsubstituted and substituted allyl alcohols is achieved in high yields through Rh(III)-catalyzed C-H bond activation process. The additional employment of Cu(OAc)2.2H2O as an oxidant detour the reaction towards [4+1] annulation, producing 13-(2-oxopropyl)-13H-indazolo[1,2-b]phthalazine-6,11-diones in moderate yields. Interestingly, Lawesson's reagent-mediated conditions accomplished intramolecular cyclization in ortho-(formylalkylated)-2,3-dihydrophthalazine-1,4-diones to produce diazepino[1,2-b]phthalazine-diones in moderate yields. Furthermore, allyl alcohol showcased distinct reactivity in presence of different additives to produce ortho-allylated, oxidative and non-oxidative [4+2] annulated products.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Chem Asian J
Ano de publicação:
2024
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Article