Ruthenium Catalyzed Regioselective beta-C(sp(3))-H Functionalization of N-Alkyl-N '-p-nitrophenyl Substituted Piperazines using Aldehydes as Alkylating Agents - Archive ouverte HAL
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2021

Ruthenium Catalyzed Regioselective beta-C(sp(3))-H Functionalization of N-Alkyl-N '-p-nitrophenyl Substituted Piperazines using Aldehydes as Alkylating Agents

Résumé

Herein, we disclose a ruthenium-catalyzed regioselective beta-C(sp(3))-H bond functionalization on the piperazine core using aldehydes as alkylating agents. The present transformation appears to go through the dehydrogenation of the piperazine to propagate to enamine in situ, followed by nucleophilic addition to the aldehyde and hydrogenation to result in the regioselective beta-C(sp(3))-H alkylation. A variety of aromatic, heteroaromatic, aliphatic aldehydes were employed for the C-3 alkylation of N-alkyl-N '-p-nitrophenyl substituted piperazines.
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Dates et versions

hal-03100328 , version 1 (12-01-2021)

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V Murugesh, Apurba Ranjan Sahoo, Mathieu Achard, Gangavaram V. M. Sharma, Christian Bruneau, et al.. Ruthenium Catalyzed Regioselective beta-C(sp(3))-H Functionalization of N-Alkyl-N '-p-nitrophenyl Substituted Piperazines using Aldehydes as Alkylating Agents. Advanced Synthesis and Catalysis, 2021, 363 (2), pp.453-458. ⟨10.1002/adsc.202001060⟩. ⟨hal-03100328⟩
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