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Synthesis and Characterization of Unsymmetric 4-Picolyl Selenides

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journal contribution
posted on 2016-01-18, 13:31 authored by Gurjeet Gujral, Shivani D. Gulati, Kuldip K. Bhasin, V. A. Potapov, S. V. Amosova

A number of unsymmetrical heteroaryl 4-picolyl selenides have been prepared by lithiation of 4-picoline using lithium diisopropylamide under cryogenic conditions. The intermediate 4-lithiopicoline formed was then reacted with elemental selenium followed by the addition of suitable electrophiles to give 4-picolyl alkyl selenides. 4-Lithiopicoline was also made to react directly with diaryl/dibenzyl diselenide to yield mixed 4-picolyl aryl/benzyl selenides. All these hitherto unknown selenides were characterized through various spectroscopic techniques viz., NMR (1H, 13C, 77Se), IR and mass spectrometry.

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