The formation and structure determination of both acyclic and cyclic products in the reaction of sulfene and pyridines

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Abstract
Sulfene, generated from methanesulfonyl chloride and triethylamine in acetonitrile reacts with itself to form a tetramer which may be isolated as an acyclic crystalline pyridinium sulfonate salt, 1. When sulfene is generated in tetrahydrofuran in the presence of pyridine, the 1,1,3,3-tetraoxide of 4,4a-dihydropyrido[1,2-d][1,5,2]dithiazine, 11, is formed. Structural evidence (including nmr and mass spectra) for these compounds, for homologs of 11, and for a series of acyclic polysulfonyl compounds derived from 1 is presented. An X-ray crystal structure determination was carried out on 9, the 5,7-dimethyl homolog of 11.

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