Benzosultam synthesis exploiting sequential palladium-catalysed intermolecular aminosulfonylation and intramolecular sulfamidation
نویسندگان
چکیده
We report a route to benzosultams that exploits the palladium-catalysed aminsulfonylation of alkenyl iodides as initial step. An (Z)-configured iodide substrate is combined with DABSO, N,N-dialkylhydrazine nucleophile and palladium(0) catalyst achieve aminsulfonylation. A second palladium(0)-catalysed transformation, this time intramolecular, leads benzosultam formation. Good variation starting possible. related SNAr was also explored, but shown be less efficient.
منابع مشابه
Palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides: scope of the three-component synthesis of N-aminosulfonamides.
By using DABCO·(SO(2))(2), DABSO, as a solid bench-stable SO(2)-equivalent, the palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides has been achieved. N,N-Dialkylhydrazines are employed as the N-nucleophiles and provide N-aminosulfonamides as the products in good to excellent yields. The reactions are operationally simple to perform, requiring only a slight excess o...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2021
ISSN: ['0040-4020', '1464-5416']
DOI: https://doi.org/10.1016/j.tet.2021.131988