[en] Enyne-substituted benzoisothiazole derivatives have been synthesised under one-pot, operationally simple conditions using 2-iodo-N-(trimethylsilylethynyl)benzenesulfonamides and terminal alkynes as starting materials and a palladium–copper-based catalytic system. The structure of these heterocycles has been demonstrated by NMR spectroscopy and confirmed by X-ray crystallographic analysis. A plausible reaction mechanism has been proposed.
Research center :
Chimie macromoléculaire et catalyse organique
Disciplines :
Chemistry
Author, co-author :
Etse, Koffi Senam ; Université de Liège > Département de chimie (sciences) > Département de chimie (sciences)
Dassoneville, Benjamin; Université de Liège - ULiège > Département de chimie (sciences) > Département de chimie (sciences)
Zaragoza, Guillermo; Universidade de Santiago de Compostela, Spain > Edificio CACTUS, Campus Vida > Unidade de Difracción de Raios X
Demonceau, Albert ; Université de Liège - ULiège > Département de chimie (sciences) > Département de chimie (sciences)
Language :
English
Title :
One-pot, Pd/Cu-catalysed synthesis of alkynyl-substituted 3-ylidene-dihydrobenzo[d]isothiazole 1,1-dioxides
17(b) Kitamura, T., Kotani, M., Fujiwara, Y., Synthesis, 1998, 1416.
18 Crystallographic data have been deposited at the Cambridge Crystallographic Data Centre. CCDC deposit number is 1518792. See Supplementary Data for the X-ray structures of isothiazoles 21h and 21j, and a summary of the crystallographic data.