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 pi-(endo) or in a pi-(exo) mode. These radicals exclusively undergo cyclization onto the adjacent aromatic ring and H-transfer from the thiol present.
Sulfanyl radical addition to alkynyl azides: An insight into vinyl radical cyclization onto the azido function
Navacchia ML;
1997
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 pi-(endo) or in a pi-(exo) mode. These radicals exclusively undergo cyclization onto the adjacent aromatic ring and H-transfer from the thiol present.File in questo prodotto:
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