Details

Autor(en) / Beteiligte

• Guo, Jiajing
• Chen, Siyu
• Liu, Jingyuan
• Guo, Jialiang
• Chen, Weimin
• Cai, Qian
• Liu, Peijun
• Sun, Pinghua

Titel

Iodine‐Catalyzed Azidation/Cyclization Cascade Approach to 3a‐Azidofuroindolines and ‐pyrroloindolines under Mild Conditions

Ist Teil von

• European journal of organic chemistry, 2017-09, Vol.2017 (32), p.4773-4777

Ort / Verlag

Weinheim: Wiley Subscription Services, Inc

Erscheinungsjahr

2017

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• An efficient and practical approach to 3a‐azidofuroindolines and ‐pyrroloindolines involving an iodine‐catalyzed azidation/cyclization cascade of tryptophols and tryptamines with NaN3 was developed. Further transformation of the C3‐azidated product provided a key intermediate for the total synthesis of psychotriasine. A molecular iodine catalyzed azidation/cyclization cascade approach to 3a‐azidofuroindolines and ‐pyrroloindolines from tryptophols and tryptamines in water or methanol/water is developed. This established transformation features mild and environmentally benign reaction conditions, readily available sodium azide as the nitrogen source, and a wide substrate scope.