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Zn- and Cu-Catalyzed Coupling of Tertiary Alkyl Bromides and Oxalates to Forge Challenging C-O, C-S, and C-N Bonds

Yuxin Gong, Zhaodong Zhu, Qun Qian*, Weiqi Tong and Hegui Gong*

*Center for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, China, Email: qianqunshu.edu.cn, hegui_gongshu.edu.cn

Y. Gong, Z. Zhu, Q. Qian, W. Zong, H. Gong, Org. Lett., 2021, 23, 1005-1010.

DOI: 10.1021/acs.orglett.0c04206

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Abstract

A Zn(OTf)2-catalyzed coupling of alcohols/phenols with unactivated tertiary alkyl bromides and a Cu(OTf)2-catalyzed thiolation of unactivated tertiary alkyl oxalates with thiols provide sterically hindered tertiary alkyl ethers and thioethers.

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Key Words

Williamson Ether Synthesis, Ethers, Sulfides

ID: J54-Y2021