1572191-72-0

Basic information

• Product Name: N-(2-azido-2-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide
• Synonyms: N-(2-azido-2-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide
• CAS NO: 1572191-72-0
• Molecular Weight: 442.519
• Mol File: 1572191-72-0.mol

Chemical Properties

• CAS DataBase Reference: N-(2-azido-2-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-azido-2-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide(1572191-72-0)
• EPA Substance Registry System: N-(2-azido-2-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide(1572191-72-0)

Safety Data

• Hazardous Substances Data: 1572191-72-0(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 133745-75-2 N-fluorobis(benzenesulfon)imide 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 

Downstream Products

• 1572192-23-4 N-(2-amino-2-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide 
• 1572192-20-1 N-(2-phenyl-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethyl)-N-(phenylsulfonyl)benzenesulfonamide 

Relevant articles and documents

Iron-Catalyzed Radical Asymmetric Aminoazidation and Diazidation of Styrenes

Asymmetric aminoazidation and diazidation of alkenes are straightforward strategies to build value-added chiral nitrogen-containing compounds from feedstock chemicals. They provide direct access to chiral organoazides and complement enantioselective diamination. Despite the advances in non-asymmetric reactions, asymmetric aminoazidation or diazidation based on acyclic systems has not been previously reported. Here we describe the iron-catalyzed intermolecular asymmetric aminoazidation and diazidation of styrenes. The method is practically useful and requires relatively low loading of catalyst and chiral ligand. With mild reaction conditions, the reaction can be completed on a 20 mmol scale. Studies of the mechanism suggest that the reaction proceeds via a radical pathway and involves stereocontrol of an acyclic free radical which probably takes place through a group transfer mechanism.

Synergistic catalysis of the Br?nsted acid and highly dispersed Cu on the mesoporous Beta zeolite in the intermolecular aminoazidation of styrene

Acidic mesoporous Beta zeolite supported Cu (Cu/Beta-M) catalyst shows superior catalytic performance in the difunctionalization of styrenes with N-fluorobenzenesulfonimide (F-N(SO2Ph)2) and azidotrimethylsilane, compared with basic

NFSI-participated intermolecular aminoazidation of alkene through iron catalysis

An iron-catalysed intermolecular vicinal aminoazidation of alkenes, using N-fluorobenzenesulfonimide (NFSI) and trimethylsilyl azide (TMSN3) as the imidating and azidating reagents, respectively, is described, which could potentially provide a valuable route toward diverse vicinal diamine derivatives of great significance in medicinal chemistry and organic synthesis. Such iron-catalysed aminative bisfunctionalization of alkenes with NFSI has not been reported yet. Comparing to previously employed copper or palladium catalysts, the iron catalyst, FeCl2, was demonstrated to be a good alternative for its comparable efficiency and broad alkene scope. Preliminary mechanistic study suggested that this iron-catalysed reaction is realized through radical processes.

Copper-catalyzed intermolecular aminoazidation of alkenes

Copper-catalyzed intermolecular aminoazidation of alkenes is described. This novel methodology provides an efficient approach to vicinal amino azides which can easily be transformed into other valuable amine derivatives. The commercially available N-fluorobenzenesulfonimide (NFSI) is used as a nitrogen-radical precursor and TMSN3 as the N3 source. Yields are moderate to excellent, and for internal alkenes aminoazidation occurs with excellent diastereoselectivity.