Formal (3+4)-Annulation of Propargylic p-Quinone Methides with 2-Indolylmethanols: Synthesis of Polysubstituted Indole-Fused Oxepines

被引:21
|
作者
Qiu, Zong-Wang [1 ]
Li, Bao Qiong [1 ]
Liu, Hong-Fu [1 ]
Zhu, Zhi-Qiang [1 ]
Pan, Han-Peng [1 ]
Feng, Na [1 ]
Ma, Ai-Jun [1 ]
Peng, Jin-Bao [1 ]
Zhang, Xiang-Zhi [1 ]
机构
[1] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Guangdong, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 11期
关键词
STRATEGIES;
D O I
10.1021/acs.joc.1c00484
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel Bronsted acid catalyzed 1,8-addition mediated (3 + 4)-annulation of in situ generated propargylic p-quinone methides with 2-indolylmethanols is described. This method provides a convenient and mild approach to structurally interesting and synthetically important polysubstituted indole-fused oxepines in high yields. Moreover, 2-indolylmethanols as four-atom synthons in the (3 + 4)-annulations under Bronsted acid conditions have been explored for the first time.
引用
收藏
页码:7490 / 7499
页数:10
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