Synthesis of Polysubstituted Cyclopentene and Cyclopenta[ b]carbazole Analogues from Unsymmetrical 4-Arylidene-3,6-diarylhex-2-en-5-ynal and Indole Derivatives via an Iodine Mediated Electrocyclization Reaction

Vijayalakshmi Bandi, Veerababurao Kavala, Ashok Konala, Che Hao Hsu, Bharath Kumar Villuri, Sabbasani Rajasekhara Reddy, Lichun Lin, Chun Wei Kuo, Ching Fa Yao*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

10 引文 斯高帕斯(Scopus)

摘要

An efficient method for the synthesis of polysubstituted cyclopentene and cyclopenta[b]carbazole derivatives through the iodine-promoted electrocyclization of substituted indoles and 4-arylidene-3,6-diarylhex-2-en-5-ynal derivatives is reported. Polysubstituted cyclopentene derivatives were produced through 4π electrocyclization reactions with indole, 7-methylindole, and 5-bromoindole as coupling partners, whereas cyclopenta[b]carbazole derivatives were produced via 6π electrocyclization in the case of methoxy (-OMe)-substituted indoles. The methods reported herein diastereo- and regioselectively proceed under straightforward and mild conditions.

原文英語
頁(從 - 到)3036-3044
頁數9
期刊Journal of Organic Chemistry
84
發行號6
DOIs
出版狀態已發佈 - 2019 3月 15

ASJC Scopus subject areas

  • 有機化學

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