Synthesis of Cyclopenta[b]indoles via Rhodium-Catalyzed Cascade Migration-Annulation of 1-Sulfonyl-1,2,3-triazoles and Indoles

被引：8
|
作者：
Xu, Huaping [1 ,2 ]
Wang, Heng [1 ]
Xu, Ze-Feng [1 ]
Duan, Shengguo [1 ]
Li, Chuan-Ying [1 ]
机构：
[1] Zhejiang Sci Tech Univ, Sch Chem & Chem Engn, Key Lab Surface & Interface Sci Polymer Mat Zhejia, Hangzhou 310018, Peoples R China
[2] Zhejiang Sci Tech Univ, Sch Mat Sci & Engn, Xiasha West Higher Educ Dist, Hangzhou 310018, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 10期
基金：
中国国家自然科学基金;
关键词：
migration-annulation; 1-sulfonyl-1,2,3triazoles; carbenes; cyclopenta[b]indoles; DEAROMATIVE 3+2 CYCLOADDITION; 1,3-DIPOLAR CYCLOADDITIONS; 3-NITROINDOLES; FUNCTIONALIZATION; TRANSANNULATION; 1,2,3-TRIAZOLES; HETEROCYCLES; INDOLINES; CONSTRUCTION; ZWITTERION;
D O I：
10.1002/adsc.202300241
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A rhodium-catalyzed cascade 1,3-sulfinate migration, intermolecular [3 +2] annulation of 1-sulfonyl-1,2,3-triazoles and indoles was achieved. The one-pot protocol provided a method to construct cyclopenta[b]indoles bearing four stereocenters in 45% to 99% yields with 1.6:1 to > 20:1 diastereoselectivities. In addition, cyclopenta[b]indoles could be transformed into a variety of functionalized compounds, demonstrating the synthetic value of this migration-annulation strategy in ring system synthesis.
引用
收藏
页码：1623 / 1628
页数：6
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