An unexpected cyclization during nucleophilic addition of 5-mercaptoquinoline to phenylacetylene
…, SA Zhivetév, AG Mal'kina, BA Trofimov
文献索引：Andriyankova, Ludmila V.; Afonin, Andrei V.; Zhivet'ev, Sergey A.; Mal'kina, Anastasiya G.; Trofimov, Boris A. Phosphorus, Sulfur and Silicon and the Related Elements, 2004 , vol. 179, # 1 p. 1 - 6
Reaction of 5-mercaptoquinoline with phenylacetylene (KOH, dioxane, 160–170° C, 1 h, autoclave) gives (along with the normal adduct Z-5-styrylthioquinoline) 3-phenylthiopyrano [4, 3, 2-d, e] quinoline, the product of a unique intramolecular nucleophilic substitution of hydrogen by carbanion at position 4 of the quinoline ring.
