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

Autor: Murugesh, V, Sahoo, Apurba Ranjan, Achard, Mathieu, Sharma, Gangavaram V. M., Bruneau, Christian, Suresh, Surisetti
Přispěvatelé: Council of Scientific and Industrial Research [India] (CSIR), Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Indo-French Centre for the Promotion of Advanced Research (CEFIPRA/IFCPAR) French National Research Agency (ANR) [5105-4], Science and Engineering Research Board (SERB), Department of Science and Technology (DST), IndiaDepartment of Science and Technology (India)Science Engineering Research Board (SERB), India [EMR/2017/002601], UGC, New DelhiUniversity Grants Commission, India, CEFIPRA, CSIR-IICT [IICT/Pubs./2020/085], Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis, 2021, 363 (2), pp.453-458. ⟨10.1002/adsc.202001060⟩
Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2021, 363 (2), pp.453-458. ⟨10.1002/adsc.202001060⟩
ISSN: 1615-4150
1615-4169
DOI: 10.1002/adsc.202001060⟩
Popis: International audience; 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.
Databáze: OpenAIRE
Externí odkaz: