Regioselective C-2 and C-6 substitution of (S)-nicotine and nicotine derivatives.
[reaction: see text] Regioselective deprotonations of (S)-nicotine and derivatives at the C-2 and C-6 positions of the pyridine ring were performed in good to excellent yields. These methodologies allow the direct introduction of a plethora of functional groups onto the pyridine ring of nicotine.
Février
Florence C
FC
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
Smith
Emilie D
ED
Comins
Daniel L
DL
D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D009538:Nicotine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
D011725:Pyridines; D009538:Nicotine