256934-07-3

Upstream product

• 4319-49-7 1-aminomorpholine 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 256934-17-5 4-(3-methoxy-2-p-tolyl-2,5-dihydro-pyrrol-1-yl)-morpholine 
• 647-60-9 2,2,3,3,4,4,5,5,5-nonafluoro-1-( p-tolyl)pentan-1-one 

Relevant academic research and scientific papers

Visible Light-Induced [3+2] Cyclization Reactions of Hydrazones with Hypervalent Iodine Diazo Reagents for the Synthesis of 1-Amino-1,2,3-Triazoles

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.).

Cu-Catalyzed C(sp2?H)-Trifluoromethylation of Aldehyde Hydrazones with Langlois Reagent

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

Dioxygen-Triggered Oxo-Sulfonylation of Hydrazones

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

Visible-light-enabled C(sp2)-H difluoroalkylation of aldehyde-derived hydrazones under metal-free conditions

A Eosin Y-catalyzed C(sp2)-H difluoromethylation of aldehyde-derived hydrazones between difluoroalkyl bromides and aldehyde-derived hydrazones is reported. This reaction has a wide range of substrates and occurs under metal-free condition. A me

Visible-Light Photoredox-Catalyzed C-H Difluoroalkylation of Hydrazones through an Aminyl Radical/Polar Mechanism

An unprecedented visible-light-induced direct C-H bond difluoroalkylation of aldehyde-derived hydrazones was developed. This reaction represents a new way to synthesize substituted hydrazones. The salient features of this reaction include difluorinated hy

Gold-Catalyzed Highly Selective Photoredox C(sp2)-H Difluoroalkylation and Perfluoroalkylation of Hydrazones

The first gold-catalyzed photoredox C(sp2)-H difluoroalkylation and perfluoroalkylation of hydrazones with readily available RF-Br reagents is reported. The resulting gem-difluoromethylated and perfluoroalkylated hydrazones are highl

A Single Electron Transfer (SET) Approach to C-H Amidation of Hydrazones via Visible-Light Photoredox Catalysis

The reductive single electron transfer (SET) umpolung amination of aldehyde-derived hydrazones has been developed through visible-light-promoted photoredox catalysis. The ideal transformation of hydrazones into the corresponding hydrazonamide through selective carbon-hydrogen (C-H) bond functionalization represents one of the most step- and atom-economical methods. This SET umpolung strategy features mild conditions and a remarkably broad substrate scope, offering an entirely new substrate class to direct C-H amination.

Reductive alkylation of hydrazine derivatives with α-picoline-borane and its applications to the syntheses of useful compounds related to active pharmaceutical ingredients

An efficient method for the direct reductive alkylation of hydrazine derivatives with α-picoline-borane has been developed to synthesize a variety of N-alkylhydrazine derivatives. This method provided N,N-dialkylhydrazine derivatives and N-monoalkylhydrazine derivatives upon fine-tuning of the substrates and the reagent equivalency in a one-pot manner. The method was applied to the synthesis of active pharmaceutical ingredients of therapeutic drugs such as isocarboxazid.

A facile synthesis of 3-alkoxy and 3-amino pyrroles

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.