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Cong X, Tang H, Zeng X. Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium Under Mild Conditions. J Am Chem Soc. 2015;137(45):14367-72doi: 10.1021/jacs.5b08621.
Cong, X., Tang, H., & Zeng, X. (2015). Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium Under Mild Conditions. Journal of the American Chemical Society, 137(45), 14367-72. https://doi.org/10.1021/jacs.5b08621
Cong, Xuefeng, et al. "Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium Under Mild Conditions." Journal of the American Chemical Society vol. 137,45 (2015): 14367-72. doi: https://doi.org/10.1021/jacs.5b08621
Cong X, Tang H, Zeng X. Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium Under Mild Conditions. J Am Chem Soc. 2015 Nov 18;137(45):14367-72. doi: 10.1021/jacs.5b08621. Epub 2015 Nov 04. PMID: 26469380.
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J Am Chem Soc. 2015 Nov 18;137(45):14367-72. doi: 10.1021/jacs.5b08621. Epub 2015 Nov 04.

Regio- and Chemoselective Kumada-Tamao-Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium Under Mild Conditions.

Journal of the American Chemical Society

Xuefeng Cong, Huarong Tang, Xiaoming Zeng

Affiliations

  1. Center for Organic Chemistry, Frontier Institute of Science and Technology, Xi'an Jiaotong University , Xi'an 710054, China.
  2. State Key Laboratory of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.

PMID: 26469380 DOI: 10.1021/jacs.5b08621

Abstract

Acting as an environmentally benign synthetic tool, the cross-coupling reactions with aryl ethers via C-O bond activation have attracted broad interest. However, the functionalizations of C-O bonds are mainly limited to nickel catalysis, and selectivity has long been a prominent challenge when several C-O bonds are present in the one molecule. We report here the first chromium-catalyzed selective cross-coupling reactions of aryl ethers with Grignard reagents by the cleavage of C-O(alkyl) bonds. Diverse transformations were achieved using simple, inexpensive chromium(II) precatalyst combining imino auxiliary at room temperature. It offers a new avenue for buildup functionalized aromatic aldehydes with high efficiency and selectivity.

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