Details

Autor(en) / Beteiligte

• Hill, Jessica E
• Lefebvre, Quentin
• Fraser, Laura A
• Clayden, Jonathan

Titel

Polycyclic Indoline Derivatives by Dearomatizing Anionic Cyclization of Indole and Tryptamine-Derived Ureas

Ist Teil von

• Organic letters, 2018-09, Vol.20 (18), p.5770-5773

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2018

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The base-promoted dearomatizing cyclization of anionic indole-containing urea derivatives provided tri- or tetracyclic indoline-containing scaffolds from lithiated urea intermediates. 3-Substituted indoles, including tryptamine derivatives, generally underwent the reaction in high yield and with excellent diastereoselectivity. In situ IR spectroscopy suggests a deprotonation–carbolithiation–reprotonation mechanism.