14182-15-1Relevant articles and documents
A Scaffold-Diversity Synthesis of Biologically Intriguing Cyclic Sulfonamides
Zimmermann, Stefan,Akbarzadeh, Mohammad,Otte, Felix,Strohmann, Carsten,Sankar, Muthukumar Gomathi,Ziegler, Slava,Pahl, Axel,Sievers, Sonja,Kumar, Kamal
supporting information, p. 15498 - 15503 (2019/11/16)
A “branching–folding” synthetic strategy that affords a range of diverse cyclic benzo-sulfonamide scaffolds is presented. Whereas different annulation reactions on common ketimine substrates build the branching phase of the scaffold synthesis, a common hydrogenative ring-expansion method, facilitated by an increase of the ring-strain during the branching phase, led to sulfonamides bearing medium-sized rings in a folding pathway. Cell painting assay was successfully employed to identify tubulin targeting sulfonamides as novel mitotic inhibitors.
Generation of Diastereomeric Cyclopropanes from Benzylidenesulfuranes and Chalcones
Stahl, Ingfried,Schomburg, Sabine,Kalinowski, Hans Otto
, p. 2247 - 2260 (2007/10/02)
The reaction of the benzylidenesulfuranes 2, available by deprotonation of the benzylsulfonium bromides 1, with chalcones 3, which are substituted in the aroyl part, leads to the stereoisomeric cyclopropanes 4 and 5.The stereochemistry of 4 and 5 is elucidated by spectroscopy.A carbenic mechanism of formation of 4 and 5 is excluded experimentally.
