Intramolecular cyclization of acyl radicals onto the azido group: a new radical approach to cyclized lactams.
[reaction: see text] Aryl- and alkyl-derived azidoacyl radicals, generated from thiolesters by intramolecular homolytic substitution at the sulfur, can undergo five- and six-membered cyclization onto the azido moiety to give cyclized lactams.
Benati
Luisa
L
Dipartimento di Chimica Organica A. Mangini, Università di Bologna, Viale Risorgimento 4, Italy.
Leardini
Rino
R
Minozzi
Matteo
M
Nanni
Daniele
D
Spagnolo
Piero
P
Strazzari
Samantha
S
Zanardi
Giuseppe
G
D000215:Acylation; D001386:Azides / Q000737:chemistry; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis*; D013440:Sulfides / Q000737:chemistry
D001386:Azides; D005609:Free Radicals; D007769:Lactams; D013440:Sulfides