4-Acetamidobenzenesulfonyl azide is used as a hydroazidation catalyst for facile preparation of organoazides. It is used as a reagent for synthesis of: monosaccharide-derived alcohols, a late-stage intermolecular C-H olefination, intramolecular isomuenchnone cycloaddition approach to antitumor agents, rhodium-catalyzed carbene cyclization cycloaddition cascade reaction of vinylsulfonates and Suzuki-Miyaura cross coupling reaction.
S. Ashok Kumar.; Shen-Ming Chen. Electrochemically polymerized composites of conducting poly(p-ABSA) and flavins (FAD, FMN, RF) films and their use as electrochemical sensors: A new potent electroanalysis of NADH and NAD+. Sensors and Actuators B: Chemical. 2007, 123 (2), 964-977.
Jonathan S. Baum.; David A. Shook.; Huw M. L. Davies.; H. David Smith. Diazotransfer Reactions with p-Acetamidobenzenesulfonyl Azide. Diastereoselective One-Pot Knoevenagel Condensation/Corey-Chaykovsky Cyclopropanation. Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry. 1987, 17 (14), 1709-1716.
Diazo transfer agent. Recommended as a safer alternative to tosyl azide for diazo transfer reactions, in the presence of a base, e.g. Et3N or DBU, with active methylene compounds. A further advantage of the reagent is that the by-product sulfonamide is removable by trituration with water: Synth. Commun., 17, 1709 (1987). For illustrative examples, with subsequent cyclization using Rhodium(II) acetate, L15152, as a route to highly substituted furans, see: Tetrahedron, 44, 3343 (1988); Org. Synth. Coll., 9, 422 (1998):
For a further example, see: Org. Synth. Coll., 9, 155 (1998).
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.