TfOH-Catalyzed Intramolecular Annulation of 2-(Aryl)-Phenyl-Substituted p-Quinone Methides under Continuous Flow: Total Syntheses of Selaginpulvilin I and Isoselagintamarlin A

被引:16
|
作者
Pankhade, Yogesh A. [1 ]
Pandey, Rajat [1 ]
Fatma, Shaheen [1 ]
Ahmad, Feroz [1 ]
Anand, Ramasamy Vijaya [1 ]
机构
[1] Indian Inst Sci Educ & Res IISER Mohali, Dept Chem Sci, Sas Nagar 140306, Punjab, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 05期
关键词
1,6-CONJUGATE ADDITION; FLUORENE DERIVATIVES; BLUE; ACID; ACCESS; GREEN;
D O I
10.1021/acs.joc.1c02980
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this article, we describe a convenient method to access 9-aryl fluorene derivatives through a TfOH-catalyzed intramolecular 1,6-conjugate arylation of 2-(aryl)-phenyl-substituted p-quinone methides (QMs) under continuous flow using the microreaction technique. This method was found to be very effective for most of the p-QMs, and the corresponding 9-aryl fluorene derivatives were obtained in moderate to excellent yields. Moreover, this protocol was further elaborated to the first total syntheses of selaginpulvilin I and isoselagintamarlin A.
引用
收藏
页码:3363 / 3377
页数:15
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