83785-91-5Relevant academic research and scientific papers
Cu-Catalyzed C(sp2?H)-Trifluoromethylation of Aldehyde Hydrazones with Langlois Reagent
Aryal, Puspa,Mehta, Jatin,Prakash Reddy, V.
, p. 2018 - 2024 (2021)
The C(sp2?H)-trifluoromethylation of hydrazones would give access to the α-trifluoromethylated hydrazones that can serve as intermediates in the synthesis of pharmaceutically interesting fluorinated compounds. Herein, we demonstrate the Cu-cata
Photoredox Fluoroalkylation of Hydrazones in Neutral and Reductive Modes
van der Worp, Boris A.,Kosobokov, Mikhail D.,Levin, Vitalij V.,Dilman, Alexander D.
, p. 1152 - 1158 (2021/01/04)
Visible light promoted fluoroalkylation of hydrazones using 4-perfluoropyridine sulfides as fluoroalkyl radical sources is described. The process can proceed in neutral and reductive modes delivering either hydrazones or hydrazines, respectively, depending on structure of starting substrates and reaction conditions. For the reductive process, ascorbic acid is used as a terminal reductant, which recycles the photocatalyst and serves as a source of hydrogen towards nitrogen-centered radicals. (Figure presented.).
Visible Light-Induced [3+2] Cyclization Reactions of Hydrazones with Hypervalent Iodine Diazo Reagents for the Synthesis of 1-Amino-1,2,3-Triazoles
Dong, Jun-Ying,Wang, He,Mao, Shukuan,Wang, Xin,Zhou, Ming-Dong,Li, Lei
supporting information, p. 2133 - 2139 (2021/03/03)
In this study, visible-light-induced [3+2] cyclization reactions of hydrazones with hypervalent iodine diazo reagents as diazomethyl radical precursors are reported. Mild reaction conditions, a broad substrate scope, and excellent functional group compatibility were observed. Furthermore, the synthetic utility was demonstrated by gram-scale synthesis and elaboration to several value-added products. This protocol broadens the scope of diazo chemistry, and is applicable to the late-stage functionalization of natural products. (Figure presented.).
Dioxygen-Triggered Oxo-Sulfonylation of Hydrazones
Ghosh, Asim Kumar,Mondal, Susmita,Hajra, Alakananda
supporting information, p. 2771 - 2775 (2020/03/30)
A simple and highly efficient method for the oxo-sulfonylation of aldehyde-derived hydrazones has been developed using sulfinic acid as a source of sulfonyl group and oxygen as a green oxidant under metal-free conditions at room temperature. The present C
A facile synthesis of 3-alkoxy and 3-amino pyrroles
Breuil-Desvergnes, Valerie,Compain, Philippe,Vatele, Jean-Michel,Gore, Jacques
, p. 8789 - 8792 (2007/10/03)
N-Amino-3-methoxy-3-pyrrolines 2 obtained from the reaction of 1-lithio methoxyallene with arylhydrazones may be converted to either 3-methoxy pyrroles 6 or 3-amino pyrroles 7 by treatment with m-chloroperbenzoic acid or 0.25 M HCl, respectively.
Aza-enamines, VIII. - Electrophilic Substitution reactions at the Azomethine C-Atom of Aldehyde Dialkylhydrazones: Vilsmeier Formylation and Consecutive Reactions
Brehme, Rainer
, p. 2039 - 2046 (2007/10/02)
The reaction of hydrazones 1 with the Vilsmeier reagent yields 3-phenyl-1,4,5-triaza-1,3-pentadienium salts according to their aza-enamine character.Hydrolysis of 2 gives 1-phenylglyoxal 1-dialkylhydrazones 3, which rearrange in acidic media to 1-phenylglyoxal 2-dialkylhydrazones 4.Compound 3h forms the dihydropyrroloimidazole 5 in boiling ethanol.Pyrrolotriazinium salt 6 is obtained by the reaction of 1b with the isolated Vilsmeier reagent from dimethylformamide/oxalyl chloride.
