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

被引：23

作者：

Guo, Jiajing ^{[1
]}

Chen, Siyu ^{[1
]}

Liu, Jingyuan ^{[1
]}

Guo, Jialiang ^{[1
]}

Chen, Weimin ^{[1
]}

Cai, Qian ^{[1
]}

Liu, Peijun ^{[2
]}

Sun, Pinghua ^{[1
]}

机构：

[1] Jinan Univ, Guangdong Prov Key Lab Pharmacodynam Constituents, Guangzhou 510632, Guangdong, Peoples R China

[2] Zunyi Med Univ, Sch Pharm, Zunyi 563003, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 32期

基金：

中国国家自然科学基金;

关键词：

Iodine-mediated reactions; Synthetic methods; Iodine; Nitrogen heterocycles; Domino reactions; Fused-ring systems; OXIDATIVE AMINATION; RADICAL AZIDONATION; MOLECULAR-IODINE; ALKALOIDS; INDOLES; AZIDE; CONSTRUCTION; TRYPTAMINES; CYCLIZATION; INDOLINES;

D O I：

10.1002/ejoc.201700618

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：4773 / 4777

页数：5

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