349533-47-7Relevant academic research and scientific papers
On the protonation and deuteration of N,N-disubstituted 2-aminothiophenes, 2-aminothiazoles, and some 3-amino substituted analogues
Heichert, Christoph,Hartmann, Horst
supporting information, p. 1531 - 1540 (2021/05/03)
In contrast to their carbocyclic aniline analogues, N,N-diarylsubtituted 2-aminothiophenes are not protonated at their N-atoms but at the 5-position or, to a smaller extent, at the 3-position of the thiophene nucleus giving rise to cationic species of the Wheland type. However, 5-formyl and 5-acetyl-substituted 2-(N,N-diarylamino)thiophenes are protonated at the corresponding carbonyl moieties. This finding not only enables insight into the mechanism of electrophilic substitution of N,N-disubstituted 2-aminothiophenes but also allows to prepare deurated 2-aminothiophenes by treatment their non-deuterated parent compounds with CF3COOD.
A Simple Route to N-Arylated 2-Aminothiophenes as a New Class of Amorphous Glass Forming Molecules
Hartmann, Horst,Gerstner, Peter,Rohde, Dirk
, p. 1673 - 1675 (2007/10/03)
(matrix presented) By thermal decarboxylation of N-arylated 2-aminothiophene-5-cacrboxylates, a versatile, heavy-metal free method for preparing the title compounds as new class of highly reactive and easily oxidable, amorphous glass forming molecules has been elaborated.
