Lewis-Acid-Catalyzed (3+2) Annulation of 2-Indolylmethanols with Propargylic Alcohols to Access Cyclopenta[b]indoles

被引：0
|
作者：
Wu, Teng-Fei [1 ]
Fu, Zhao-Jie [1 ]
Zhang, Yi-Rui [1 ]
Qiu, Zong-Wang [1 ]
Li, Bao Qiong [1 ]
Chen, Shao-Shuai [1 ]
Pan, Han-Peng [1 ]
Ma, Ai-Jun [1 ]
Zhang, Xiang-Zhi [1 ]
机构：
[1] Wuyi Univ, Sch Pharm & Food Engn, Guangdong Prov Key Lab Large Anim Models Biomed, Jiangmen 529020, Peoples R China
来源：
MOLECULES | 2024年 / 29卷 / 06期
关键词：
(3+2) annulation; cyclopenta[b]indoles; propargylic alcohols; 2-indolylmethanols; (AZA)-PARA-QUINONE METHIDES; STRATEGIES;
D O I：
10.3390/molecules29061251
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Herein, a Sc(OTf)3-catalyzed (3+2) annulation of 2-indolylmethanols with propargylic alcohols is reported. The reaction proceeds via a Friedel-Crafts-type allenylation/5-exo-annulation cascade. In the reaction, 2-indolylmethanol is used as a three-carbon synthon, and propargyl alcohol is used as a two-carbon synthon. This method provides a direct and high-yield pathway for synthetically useful cyclopenta[b]indoles. In general, the method features easily accessible substrates with broad scope and generality, the formation of multiple bonds with high efficiency, and easy scale-up.
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页数：17
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