This communication reports the first direct observations of alkynyl cations (1). A particularly interesting aspect of these cations is that they can also be regarded as vinyl cations if resonance structure lb is important.
The isolation of 2,3-diphenylthiiren 1,l-dioxide (2a) from the more acidic aa'-dibromodibenzyl sulphone has been accomplished with triethylamine in methylene chloride. We thank Dr. M. Rosen of CIBA, Summit, New Jersey for an authentic sample of (2a).
3-Amidylphthalides (5). Oxidation of l-Hydroxy-3-amidylphthalans.-All oxidations were carried out using the procedure described above for oxidation of compounds of structure 1. Ice bath conditions were employed. Products were re crystallized from acetonitrile. Yields ranged from 50-60%.Oxidation of 2a and 2b.-The product in both cases was 5b: mp 175-176°; ir (cm"1) 3257 (NH), 1748 (phthalide C=0), 1626 (amide C==0), 755, 688, 745 (CH out-of-plane deformation);nmr (DMSO-de) r 2.68 (d, 1,
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