Various pyrrolidinium salts were synthesized from N,N-dialkyl-N′,N′-dimethylbutane-1,4-diamine using 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) under mild conditions. Cyclization reaction for the pyrrolidinium salts proceeded in high yields in polar solvents such as methanol and acetonitrile.
Six-membered cyclic quaternary ammonium salts, which are widely used in materials for both science and industry,w ere synthesized by using the triazine-based reagent 2-chloro-4,6-dimethoxy-1,3,5-triazine. The combination of sodium tetrafluoroborate as an additive and acetonitrile as as olvent was shown to be effective in the prevention of side reactions. Significantly,t his method is tolerant toward hydroxy and amino groups, whicha re labile under conventional reactionc onditions for the synthesiso fc yclic quaternary ammonium salts. Moreover,asterically hindered piperidinium salt was successfully prepared.Scheme2.Synthesis of vecuronium bromide containingbothamonoammonium salt andana mino groupb yp recipitation to prevent over-alkylation.[a] Dr.
Im Hinblick auf biogenetische Prozesse werden säurekatalysierte Cyclisierungsreaktionen der Gerrnacrone (I), (II) und (III) durchgeführt: Unter den angegebenen Bedingungen werden die Produkte (IV)‐(XII) erhalten.
Conditions. -(KITAMURA, M.; YAMAMURA, S.; KOBAYASHI, H.; YAMAMOTO, M.; TADA, K.; HIOKI, K.; YAMADA, K.; KUNISHIMA*, M.; Chem. Lett. 43 (2014) 10, 1593-1595, http://dx.
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