1325709-56-5Relevant articles and documents
Ortho-ketimines of 1,8-bis(dimethylamino)naphthalene: Synthesis, hydrolytic stability and transfer of basicity from proton sponge moiety to the imino function
Antonov, Alexander S.,Mikshiev, Vladimir Y.,Pozharskii, Alexander F.,Ozeryanskii, Valery A.
, p. 3273 - 3282 (2014)
A series of 2-ketimines and 2,7-diketimines of 1,8-bis(dimethylamino)naphthalene (proton sponge, DMAN) have been obtained and converted into the corresponding ketones via acidic hydrolysis. Investigation of structural and spectral properties of DMAN-based imines led to the conclusion that their unusual hydrolytic stability results from a combination of different factors the most important of which is a strong electron-donor effect of peri-dimethylamino groups.
H-bond-assisted intramolecular nucleophilic displacement of the 1-NMe 2 group in 1,8-bis(dimethylamino)naphthalenes as a route to multinuclear heterocyclic compounds and strained naphthalene derivatives
Povalyakhina, Maria A.,Antonov, Alexander S.,Dyablo, Olga V.,Ozeryanskii, Valery A.,Pozharskii, Alexander F.
experimental part, p. 7157 - 7166 (2011/10/12)
It has been shown that azomethines, hydrazones, and oximes derived from 2(7)-carbonyl derivatives of 1,8-bis(dimethylamino)naphthalene can undergo acid-catalyzed heterocyclization leading to a nucleophilic displacement of the 1-NMe2 group. The
