Recent Advances in the Synthesis of Piperazines: Focus on C–H Functionalization
Organics, 2021 Piperazine ranks as the third most common nitrogen heterocycle in drug discovery, and it is the key component of several blockbuster drugs, such as Imatinib (also marketed as Gleevec) or Sildenafil, sold as Viagra.
Michal Szostak, Szostak Michal
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Opportunities and challenges for direct C–H functionalization of piperazines
Beilstein Journal of Organic Chemistry, 2016 Piperazine ranks within the top three most utilized N-heterocyclic moieties in FDA-approved small-molecule pharmaceuticals. Herein we summarize the current synthetic methods available to perform C–H functionalization on piperazines in order to lend ...
Zhishi Ye, Kristen E. Gettys, Mingji Dai
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ACS Catalysis, 2022 We report a photocatalyzed epimerization of morpholines and piperazines that proceeds by reversible hydrogen atom transfer (HAT) and provides an efficient strategy for editing the stereochemical configurations of these saturated nitrogen heterocycles ...
Zican Shen +4 more
semanticscholar +2 more sources
Stereoselective electrochemical intramolecular imino-pinacol reaction: a straightforward entry to enantiopure piperazines [PDF]
Beilstein Journal of Organic ChemistryThe stereoselective electroreductive intramolecular coupling of chiral diimines of aromatic aldehydes with trans-1,2-diaminocyclohexane for the synthesis of enantiopure tetrasubstituted piperazines has been investigated by an electrochemical approach ...
Margherita Gazzotti +5 more
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General Procedures for the Lithiation/Trapping of N-Boc Piperazines. [PDF]
Journal of Organic Chemistry, 2017 In order to provide α-substituted piperazines for early-stage medicinal chemistry studies, a simple, general synthetic approach is required. Here, we report the development of two general and simple procedures for the racemic lithiation/trapping of N-Boc
James D. Firth, P. O’Brien, L. Ferris
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Silicon Amine Reagents for the Photocatalytic Synthesis of Piperazines from Aldehydes and Ketones.
Organic Letters, 2016 Silicon amine protocol (SLAP) reagents for photocatalytic cross-coupling with aldehydes and ketones to form N-unprotected piperazines have been developed.
S. Hsieh, J. Bode
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Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents [PDF]
Journal of Medicinal Chemistry, 2017 The extensive use of fluconazole (FLC) and other azole drugs has caused the emergence and rise of azole-resistant fungi. The fungistatic nature of FLC in combination with toxicity concerns have resulted in an increased demand for new azole antifungal agents.
Nishad Thamban Chandrika +5 more
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Synthesis of Chiral Piperazines via Hydrogenation of Pyrazines Activated by Alkyl Halides.
Organic Letters, 2016 A facile method has been developed for the synthesis of chiral piperazines through Ir-catalyzed hydrogenation of pyrazines activated by alkyl halides, giving a wide range of chiral piperazines including 3-substituted as well as 2,3- and 3,5-disubstituted
Wen-Xue Huang +5 more
semanticscholar +2 more sources
Organic Letters, 2018 Stereospecific Cu-catalyzed nucleophilic ring opening of N-sulfonylaziridines with propargylamines and subsequent hydroamination afford piperazines, which leads to double-bond isomerization to furnish tetrahydropyrazines.
Bijay Ketan Das +2 more
semanticscholar +2 more sources
Discovery of a novel piperazine derivative, cmp2: a selective TRPC6 activator suitable for treatment of synaptic deficiency in Alzheimer’s disease hippocampal neurons [PDF]
Scientific ReportsAlzheimer disease (AD) is characterized by progressive loss of memory. Synaptic loss is now the best correlate of cognitive dysfunction in patients with Alzheimer’s disease.
Nikita Zernov +5 more
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