N-(1-Naphthyl)benzenesulfonamides efficiently couple with internal alkynes via cleavage of the C-H bond at the peri-position in the presence of a catalyst system of [IrCl(cod)]2/PBut3 to selectively afford the corresponding 8-vinyl-1-naphthol derivatives.
Erik S. Vermeulen.; Marjan van Smeden.; Anne W. Schmidt.; Jeffrey S. Sprouse.; Håkan V. Wikström.; Cor J. Grol. Novel 5-HT7 Receptor Inverse Agonists. Synthesis and Molecular Modeling of Arylpiperazine- and 1,2,3,4-Tetrahydroisoquinoline-Based Arylsulfonamides.J. Med. Chem. 2004, 47 (22),5451-5466.
Chun-Jiang Wang.; Min Shi. Chiral Binaphthylthiophosphoramide-Cu(I)-Catalyzed Asymmetric Addition of Diethylzinc to N-Sulfonylimines.J. Org. Chem. 2003, 68 (16),6229-6237.
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.