An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes

Pankaj V. Khairnar, Tsai Hui Lung, Yi Jung Lin, Chi Yi Wu, Srinivasa Rao Koppolu, Athukuri Edukondalu, Praneeth Karanam, Wenwei Lin*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

30 引文 斯高帕斯(Scopus)

摘要

α-Halohydrazones/ketoximes are transformed into trisubstituted pyrazoles/disubstituted isoxazoles by treatment with phosphine, acyl chloride, and a base. Mechanistic investigations revealed the in situ formation of azo/nitroso olefin intermediates which underwent a tandem phospha-Michael/N- or O-acylation/intramolecular Wittig reaction to afford the heteroarenes in moderate to good yields. Further, proper functionalization of α-haloketoximes and a change of conditions allowed the chemoselective synthesis of chromenone-oximes as well as rearranged isoxazoles, thereby realizing a diversity-oriented synthesis.

原文英語
頁(從 - 到)4219-4223
頁數5
期刊Organic Letters
21
發行號11
DOIs
出版狀態已發佈 - 2019 六月 7

ASJC Scopus subject areas

  • 生物化學
  • 物理與理論化學
  • 有機化學

指紋

深入研究「An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes」主題。共同形成了獨特的指紋。

引用此