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.

引用

页数：17

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