Journal of Organic Chemistry p. 4116 - 4120 (1982)
Update date:2022-08-03
Topics:
Newkome, George R.
Puckett, Wallace E.
Kiefer, Garry E.
Gupta, Vinod K.
Xia, Yuanjiao
et al.
The syntheses of 6-(chloromethyl)- (3), 6-(chloromethyl)-6'-methyl- (2), and 6,6'-bis(chloromethyl)-2,2'-bipyridine (1) are reported.Complete spectral analyses including 1H and 13C NMR data are given for each compound.Experimental results and appropriate comparisons justify the reassignment of the 13C NMR spectral data for the bipyridine derivatives.Description of the synthetic techniques with the new, critical modifications utilized to prepare these key starting materials are presented.Bipyridine N-oxides have been shown to undergo intra-ring rearrangements; no N-oxide migration occurs under thermolysis at 200 deg C.
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Doi:10.1039/c4cp05694a
(2015)Doi:10.1007/BF00762055
(1982)Doi:10.1016/j.tetlet.2004.11.017
(2004)Doi:10.1016/S0040-4039(00)87091-4
(1982)Doi:10.1021/jo00156a011
(1983)Doi:10.1016/S0040-4039(00)87257-3
(1982)