1582801-17-9Relevant academic research and scientific papers
Rationally designed N-phenylsulfonylindoles as a tool for the analysis of the non-basic 5-HT6R ligands binding mode
Staroń, Jakub,Bugno, Ryszard,Pietru?, Wojciech,Sata?a, Grzegorz,Mordalski, Stefan,Warszycki, Dawid,Hogendorf, Agata,Hogendorf, Adam S.,Kalinowska-T?u?cik, Justyna,Lenda, Tomasz,Pilarski, Bogus?aw,Bojarski, Andrzej J.
, (2020/10/26)
Among all of the monoaminergic receptors, the 5-HT6R has the highest number of non-basic ligands (approximately 5% of compounds stored in 25th version of ChEMBL database have the strongest basic pKa below 5, calculated using the Instant JChem c
Visible-Light-Mediated N-Desulfonylation of N-Heterocycles Using a Heteroleptic Copper(I) Complex as a Photocatalyst
Hunter, Cameron J.,Boyd, Michael J.,May, Gregory D.,Fimognari, Robert
, p. 8732 - 8739 (2020/07/16)
A photoredox protocol that uses a heteroleptic Cu (I) complex, [Cu(dq)(BINAP)]BF4, has been developed for the photodeprotection of benzenesulfonyl-protected N-heterocycles. A range of substrates was examined, including indazoles, indoles, pyrazoles, and benzimidazole, featuring both electron-rich and electron-deficient substituents, giving good yields of the N-heterocycle products with broad functional group tolerance. This transformation was also found to be amenable to flow reaction conditions.
Single-electron-transfer-induced coupling of arylzinc reagents with aryl and alkenyl halides
Shirakawa, Eiji,Tamakuni, Fumiko,Kusano, Eugene,Uchiyama, Nanase,Konagaya, Wataru,Watabe, Ryo,Hayashi, Tamio
, p. 521 - 525 (2014/01/23)
Arylzinc reagents, prepared from aryl halides/zinc powder or aryl Grignard reagents/zinc chloride, were found to undergo coupling with aryl and alkenyl halides without the aid of transition-metal catalysis to give biaryls and styrene derivatives, respectively. In this context, we have already reported the corresponding reaction using aryl Grignard reagents instead of arylzinc reagents. Compared with the Grignard cross-coupling, the present reaction features high functional-group tolerance, whereby electrophilic groups such as alkoxycarbonyl and cyano groups are compatible as substituents on both the arylzinc reagents and the aryl halides. Aryl halides receive a single electron and thereby become activated as the corresponding anion radicals, which react with arylzinc reagents, thus leading to the cross-coupling products. Arylzinc reagents were found to undergo coupling with aryl and alkenyl halides to give biaryl and styrene derivatives, respectively. The cross-coupling, which features high functional-group tolerance, proceeds through a single-electron-transfer mechanism and thus does not require the aid of transition-metal catalysis.
