Abstract
5- Exo-Cyclization of 2-sulfanylvinyl radicals 16 and 21 is a fast process which prevents intramolecular addition to the sulfanyl aromatic ring and hydrogen abstraction. In contrast, the 2-sulfanylvinyl radicals 3 and 9 are reluctant to add to their aliphatic azido substituent either in a π-( endo) or in a π-( exo) mode. These radicals exclusively undergo cyclization onto the adjacent aromatic ring and H-transfer from the thiol present.
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