Synthesis of Fluorine‐Containing Multisubstituted Phenanthridines by Rhodium‐Catalyzed Alkyne [2+2+2] Cycloaddition and Tandem sp<sup>2</sup> CH Difluoromethylenation

Chemistry - A European Journal - Tập 19 Số 25 - Trang 8294-8299 - 2013
Yajun Li1,2, Jiangtao Zhu1, Lisi Zhang1, Yongming Wu1,3,4, Yuefa Gong2,3,4
1Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 345 Lingling Road, Shanghai 200032 (P.R. China)
2School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, Hubei 430074 (P.R. China)
3Yongming Wu, Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 345 Lingling Road, Shanghai 200032 (P.R. China)
4Yuefa Gong, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, Hubei 430074 (P.R. China)

Tóm tắt

AbstractA highly efficient method for the synthesis of fluorine‐containing multisubstituted phenanthridines through Rh‐catalyzed alkyne [2+2+2] cycloaddition reactions has been developed. This method exhibits excellent functional‐group compatibility. When a bromodifluoromethyl group, rather than a trifluoromethyl group, was employed in the cycloaddition reaction, more‐complicated polycyclic compounds were obtained through tandem Rh‐catalyzed cycloaddition/CH difluoromethylenation. This route provides convenient access to fluorine‐containing polycyclic compounds.

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Chemistry - A European Journal

Tập 19 Số 25

8294-8299

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