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Intramolecular Cyclization of Acyl Radicals onto the Azido Group: A New Radical Approach to Cyclized Lactams †

✍ Scribed by Benati, Luisa; Leardini, Rino; Minozzi, Matteo; Nanni, Daniele; Spagnolo, Piero; Strazzari, Samantha; Zanardi, Giuseppe

Book ID
121291668
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
46 KB
Volume
4
Category
Article
ISSN
1523-7060

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Thermal radical reactions of azidoalkynes 2, 8, 14, and 21ac with thiols 1a-c afford 2-sulfanylvinyl radicals by selective addition of sulfanyl radicals to the triple bond. 1-Phenylvinyl radicals 23 and 30a, as well as vinyl radical 30b, undergo fast 5-cyclization onto the aromatic azide function to