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Rhodium-Catalyzed C(sp<sup>2</sup>)–H Alkoxycarbonylation/Acylation of Indolines with Anhydrides as a Carbonyl Source

Hirotsugu Suzuki, Fumito Sasamori, Takanori Matsuda

2022Organic Letters26 citationsDOIOpen Access PDF

Abstract

We developed rhodium-catalyzed alkoxylcarbonylation/acylation of indolines using anhydrides as a safe and easy-to-handle carbonyl source. This catalytic process represents an additive- and CO-free carbonylation, establishing a simple and straightforward protocol for synthesizing C7-carbonylated indolines. Notably, this reaction provides a successful example of C-H acylation of indolines that results in the formation of α-branched ketones, which were difficult to prepare by previously reported analogous catalytic reactions.

Topics & Concepts

AcylationCarbonylationChemistryRhodiumCatalysisOrganic chemistryCombinatorial chemistryMedicinal chemistryCarbon monoxideCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsHistone Deacetylase Inhibitors Research
Rhodium-Catalyzed C(sp<sup>2</sup>)–H Alkoxycarbonylation/Acylation of Indolines with Anhydrides as a Carbonyl Source | Litcius