145208-85-1Relevant articles and documents
Amination of 2-Pyridinesulfonic and 8-Quinolinesulfonic Acids with Magnesium Amides
Balkenhohl, Moritz,Valsamidou, Vasiliki,Knochel, Paul
, p. 5165 - 5168 (2019)
The amination of 2-pyridine- and 8-quinolinesulfonic acids using magnesium amides of the type R2NMgCl·LiCl is reported. Thus, several cyclic and acyclic amines were converted into the corresponding amides using iPrMgCl·LiCl, which reacted readily with sulfonic acids to produce aminopyridines and aminoquinolines. Various amines which are attractive in drug chemistry were suitable for this transformation.
Iridium/graphene nanostructured catalyst for the: N -alkylation of amines to synthesize nitrogen-containing derivatives and heterocyclic compounds in a green process
Chen, Tsun-Ren,Chen, Yi-Sheng,Chen, Yu-Tung,Lee, Wen-Jen,Lin, Yen-Hsing,Wang, Hao-Chen
, p. 4760 - 4770 (2022/02/21)
A facile iridium/graphene-catalyzed methodology providing an efficient synthetic route for C-N bond formation is reported. This catalyst can directly promote the formation of C-N bonds, without pre-activation steps, and without solvents, alkalis and other additives. This protocol provides a direct N-alkylation of amines using a variety of primary and secondary alcohols with good selectivity and excellent yields. Charmingly, the use of diols resulted in intermolecular cyclization of amines, and such products are privileged structures in biologically active compounds. Two examples illustrate the advantages of this catalyst in organic synthesis: the tandem catalysis to synthesize hydroxyzine, and the intermolecular cyclization to synthesize cyclizine. Water is the only by-product, which makes this catalytic process sustainable and environmentally friendly. This journal is
Amination of Phosphorodiamidate-Substituted Pyridines and Related N-Heterocycles with Magnesium Amides
Balkenhohl, Moritz,Heinz, Benjamin,Abegg, Thomas,Knochel, Paul
supporting information, p. 8057 - 8060 (2019/01/14)
The amination of various phosphorodiamidate-substituted pyridines, quinolines, and quinoxaline with magnesium amides R2NMgCl·LiCl proceeds at room temperature within 8 h. Several pharmaceutically active amines were suitable substrates for this amination procedure, and also the antihistaminic tripelennamine was prepared. Additionally, several heterocyclic phosphorodiamidates underwent directed ortho-metalation (DoM) using TMPMgCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) or TMP2Mg·2LiCl, followed by electrophilic functionalization prior to the amination step, which led to ortho-functionalized aminated N-heterocycles.