69015-74-3

Usage

Uses

Used in Laboratory Settings:
VALEROPHENONE TOSYLHYDRAZONE MIXTURE O& is used as a reagent in chemical reactions for research purposes, taking advantage of the specific properties of valerophenone and tosylhydrazone to achieve desired outcomes in experiments.
Used in Industrial Applications:
In the chemical industry, VALEROPHENONE TOSYLHYDRAZONE MIXTURE O& serves as a starting material for the production of other chemical compounds, contributing to the synthesis of various products that require the unique characteristics of its components.
It is crucial to handle and use VALEROPHENONE TOSYLHYDRAZONE MIXTURE O& with care, adhering to proper safety protocols and regulations for managing potentially hazardous chemicals to ensure the safety of both individuals and the environment.

Upstream product

• 1009-14-9 phenyl butyl ketone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 1009-14-9 phenyl butyl ketone 
• 1269207-02-4 5-phenyl-2-(1-phenylpentyl)oxazole 
• 1449757-36-1 1-phenylpentyl morpholine-4-carbodithioate 
• 89188-93-2 3-phenyl-2-propyl-1H-indole 

Relevant academic research and scientific papers

Rhodium-Catalyzed B-H Bond Insertion Reactions of Unstabilized Diazo Compounds Generated in Situ from Tosylhydrazones

Although transition-metal-catalyzed B-H bond insertion of carbenes into stable borane adducts has emerged as a promising method for organoborane synthesis, all the diazo compounds used to date as carbene precursors have had an electron-withdrawing group to stabilize them. Herein, we report a protocol for rhodium-catalyzed B-H bond insertion reactions of unstabilized diazo compounds generated in situ from tosylhydrazones. In addition, by using chiral dirhodium catalysts, we also achieved an asymmetric version of the reaction with good to excellent enantioselectivities (up to 98:2 e.r.). This is the first enantioselective heteroatom-hydrogen bond insertion reaction to use unstabilized diazo compounds as carbene precursors. The protocol exhibited good functional group tolerance and could be carried out on a gram scale. It also enabled one-pot transformation of a carbonyl group to a boryl group enantioselectively. The B-H bond insertion products could be easily transformed into chiral alcohols and other widely used organoboron reagents with enantiomeric fidelity.

Copper-catalyzed direct benzylation or allylation of 1,3-azoles with N -tosylhydrazones

Cu-Catalyzed cross-coupling of N-tosylhydrazones with 1,3-azoles leads to the direct C-H benzylation or allylation. Cu carbene migratory insertion is proposed to play the key role in this transformation.