28973-48-0Relevant articles and documents
Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups
Barham, Joshua P.,John, Matthew P.,Murphy, John A.
supporting information, p. 15482 - 15487 (2016/12/09)
We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.
Dextrorphan. Note II. Preparation of dextrorphan citrate
Passarotti,Valenti,Grianti
, p. 475 - 477 (2007/10/02)
Preparation of destrorphan citrate, a very soluble salt in water, in described. This salt may be used in oral composition with anti-tussive activity. Structural date are reported about 1H-NMR, 13C-NMR, COSY.
ELECTRON-TRANSFER ACTIVATION. SALT EFFECTS ON THE PHOTOOXADIDATION OF TERTIARY AMINES : A USEFUL N-DEMETHYLATION METHOD
Santamaria, J.,Ouchabane, R.,Rigaudy, J.
, p. 3977 - 3980 (2007/10/02)
Photooxidation of tertiary methylamines sensitized by electron acceptors like 9,10-dicyanoanthracene is shown to proceed by two distinct ways depending on the presence of added salts.In the absence of added salt both nor and N-formyl compounds were obtained while with added salt the nor-derivative is obtained highly efficiently.
