Metal-Free Radical 5-exo-dig Cyclizations of Phenol-Linked 1,6-Enynes for the Synthesis of Carbonylated Benzofurans

被引：123
作者：
Hu, Ming [1 ]
Song, Ren-Jie [1 ]
Li, Jin-Heng [1 ,2 ]
机构：
[1] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 02期
关键词：
benzofurans; cyclization; dioxygen activation; enynes; radical reactions; 2-PHENYLNAPHTHALENE-TYPE STRUCTURAL PATTERN; HIGHLY FUNCTIONALIZED BENZOFURANS; PALLADIUM-CATALYZED OXIDATION; C-C; MOLECULAR-OXYGEN; TERMINAL ALKYNES; ELECTROPHILIC ACTIVATION; ANTINEOPLASTIC AGENTS; AEROBIC OXYGENATION; BIOLOGICAL-ACTIVITY;
D O I：
10.1002/anie.201408978
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new metal-free radical 5-exo-dig cyclization of phenol-linked 1,6-enynes with O-2, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO), and tBuONO is described. With this general method, carbonylated benzofurans can be accessed through incorporation of two oxygen atoms into the product from O-2 and TEMPO through dioxygen activation and oxidative cleavage of the NO bond, respectively.
引用
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页码：608 / 612
页数：5
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