Details

Autor(en) / Beteiligte

• Liu, Renzhi
• Li, Meng
• Xie, Wenlin
• Zhou, Hongwei
• Zhang, Yajing
• Qiu, Guanyinsheng

Titel

Tunable Synthesis of 3‑Hydroxylisoquinolin-1,4-dione and Isoquinolin-1-one Enabled by Copper-Catalyzed Radical 6-endo Aza-cyclization of 2‑Alkynylbenzamide

Ist Teil von

• Journal of organic chemistry, 2019-09, Vol.84 (18), p.11763-11773

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• In this work, switchable synthesis of isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione from 2-alkynylbenzamide is reported. The transformation works well with good yields and a broad reaction scope. The synthetic switch for providing isoquinolin-1-one and 3-hydroxylisoquinolin-1,4-dione is enabled by the use of a N2 or O2 atmosphere. Mechanism studies show that the reaction proceeds in a regioselective manner via a N-center radical 6-endo-dig aza-cyclization pathway.