4392-53-4

Usage

Uses

Used in Pharmaceutical Industry:
N-(2-FURYLMETHYL)BENZENESULFONAMIDE is used as a building block for the synthesis of pharmaceuticals due to its potential antimicrobial and antifungal properties. It plays a crucial role in the development of new drugs that target a variety of infections and diseases.
Used in Agrochemical Industry:
In the agrochemical industry, N-(2-FURYLMETHYL)BENZENESULFONAMIDE is used as a building block for the synthesis of agrochemicals, contributing to the development of effective products for pest and disease control in agriculture.
Used in Organic Synthesis:
N-(2-FURYLMETHYL)BENZENESULFONAMIDE is used as a cross-coupling reagent in organic synthesis, facilitating the formation of new chemical compounds and expanding the scope of chemical reactions.
Used in Metal-Catalyzed Reactions:
As a ligand in metal-catalyzed reactions, N-(2-FURYLMETHYL)BENZENESULFONAMIDE enhances the efficiency and selectivity of various chemical processes, making it an important component in advanced synthetic methodologies.

Upstream product

• 617-89-0 furan-2-ylmethanamine 
• 98-09-9 benzenesulfonyl chloride 
• 98-10-2 benzenesulfonamide 

Downstream Products

• 65193-47-7 N-allyl-N-(2-furylmethyl)benzenesulfonamide 
• 155391-83-6 C₂₇H₂₅IN₂O₅S₂ 

Relevant academic research and scientific papers

Efficient and Practical Synthesis of Sulfonamides Utilizing SO2 Gas Generated on Demand

A simple and practical protocol was developed for the synthesis of sulfonamides by reacting organometallic reagents with SO2 gas generated on demand. SO2 was generated from readily available reagents safely in a highly contained and controlled fashion. The protocol allows the synthesis of sulfonamides without using either atom-inefficient SO2 surrogates or a SO2 cylinder that requires stringent storage regulations in the laboratory. The protocol was successfully applied to the synthesis of sildenafil.

A gold-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade: Syntheses of medium-sized heterocycles

The synthesis of medium-sized heterocycles possessing a trans double bond is still a challenge. Herein, gold(I)-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade reaction of furans has been developed, providing highly efficient access to ten- and eleven-membered heterocycles with a broad substrate scope under mild reaction conditions. The reaction outcome features high chemoselectivity at the C5-position of furan. Moreover, a trans-double bond was embodied in the medium ring system.

Synthesis of N -Acyl-5-aminopenta-2,4-dienals via base-induced ring-opening of N -acylated furfurylamines: Scope and limitations

N-Acylation of furfurylamines provided 1, which on double deprotonation with LDA led to the formation of N-acyl-5-aminopenta-2,4-dienals 2 via an isomerization involving opening of the furan ring. The scope and limitations of the procedure were examined by considering the influence of substituents on the carbonyl group and also on the heterocycle moiety. The efficacy of the reaction was shown to be very dependent on the nature of these groups.

Steric promotion of cyclization reactions: Substituent effect studies in the furan intramolecular Diels-Alder reaction

Seven alkyl and aryl substituted N-allyl-N-(methylfuran)-sulfonamide compounds have been synthesized and their rates of cyclization and equilibrium product concentrations determined. Increased steric bulk on the sulfonamide substituent has been shown to increase both the rate of cyclization and yields of these reactions. A three-fold increase in rate and 15% increase in yield was observed as the substituent was varied from methyl to triisopropylbenzene.