Rhodium(III)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins through C–H activation

Tingting Yang; Tao Zhang; Shangdong Yang; Shanshan Chen; Xingwei Li

doi:10.1039/C4OB00704B

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Rhodium(iii)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins through C–H activation†

Tingting Yang,‡^bc Tao Zhang,‡^b Shangdong Yang,^c Shanshan Chen*^a and Xingwei Li*^b

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* Corresponding authors

^a School of Natural Sciences, Anhui Agricultural University, Hefei 230036, China
E-mail: chenshanshan@ahau.edu.cn

^b Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China
E-mail: xwli@dicp.ac.cn

^c College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China

Abstract

Rh(III)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins via C–H bond activation is described. Diarylketones were obtained through coupling of N-sulfonyl 2-aminobenzaldehydes with 7-oxabenzonorbornadienes. On the other hand, the coupling with allyl carbonate yielded a six-membered sulfonyl lactam via a sequence of allylation–isomerization–Michael cyclization.

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Article information

DOI: https://doi.org/10.1039/C4OB00704B
Article type: Communication
Submitted: 03 Apr 2014
Accepted: 29 Apr 2014
First published: 29 Apr 2014

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Org. Biomol. Chem., 2014,12, 4290-4294

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Rhodium(III)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins through C–H activation

T. Yang, T. Zhang, S. Yang, S. Chen and X. Li, Org. Biomol. Chem., 2014, 12, 4290 DOI: 10.1039/C4OB00704B

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Organic & Biomolecular Chemistry

Rhodium(iii)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins through C–H activation†

Abstract

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Rhodium(III)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins through C–H activation

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