Comparative study of reactions of 2-benzylisoquinolinium and 3, 4-dihydro-2-benzylisoquinolinium salts with carbon disulfide in two base-solvent environments
JA Duncan, ML Bosse, JM Masnovi
文献索引:Duncan, James A.; Bosse, Mark L.; Masnovi, John M. Journal of Organic Chemistry, 1980 , vol. 45, # 16 p. 3176 - 3181
(13a). Deuterium-labeling studies reveal that 13a is formed in a process by which adduct 12 is obtained from intermediate 1 la; a different pathway is followed in each base-solvent system. In contrast, 2-@-nitrobenzyl)-isoquinolinium bromide (1, X= p-NOJ gives only the thiolate product 2 (X= p-N02) in both base-solvent environments. Substrates 1 and 9a undergo no hydrogen-deuterium exchange at C, in either base-solvent system; only 1 ...