5187-82-6Relevant 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.
Stereoselective Cyclopropanation of (-)-Levoglucosenone Derivatives Using Sulfonium and Sulfoxonium Ylides
Ledingham, Edward T.,Merritt, Christopher J.,Sumby, Christopher J.,Taylor, Michelle K.,Greatrex, Ben W.
supporting information, p. 2652 - 2662 (2017/06/13)
The synthesis of tri- and tetrasubstituted cyclopropanes from 3-aryl-substituted levoglucosenones (LGO) has been developed. In contrast to the unstabilised ylide dimethylsulfonium methylide which gives epoxides from LGO via 1,2-addition, we have found that the soft nucleophile dimethylsulfoxonium methylide affords cyclopropanes in moderate yields from LGO and in excellent yields and stereoselectivity with 3-aryl LGO derivatives. The use of 1,1,3,3-tetramethylguanidine as base in DMSO to generate the ylide provided the best yields and shortest reaction times. Ester stabilised sulfonium ylides could also be used to generate tetrasubstituted cyclopropane derivatives. One of the products was converted into a cyclopropyl lactone via Baeyer-Villiger oxidation to demonstrate the utility of applying cyclopropanation chemistry to LGO. Georg Thieme Verlag Stuttgart.New York.
Oxoindole derivative containing ternary spiro and synthetic method of oxoindole derivative
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Paragraph 0021; 0023; 0025, (2017/08/29)
The invention discloses an oxoindole derivative containing ternary spiro. Four different isatin derivatives are respectively reacted with sulfur ylide so as to synthesize a three-membered ring product, the structural formulas of the sulfur ylide structure, isatin derivatives and three-membered ring product are respectively as shown in the specification; the four isatin derivatives are respectively as follows: R1 is methyl, R2 is ethyoxyl; R1 is methoxy group, R2 is methoxy group; R1 is chlorine, and R2 is ethyoxyl; R1 is methoxy group, R2 is ethyoxyl. The oxoindole derivative has the advantages that the three-membered cyclization reaction carried out between the sulfur ylide and the isatin derivatives is involved in the invention, and has the advantages of short reaction time, high yield and high selectivity.
