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Updated: Apr 5, 2026
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Nickel-Catalyzed One-Pot Deoxygenative Arylation of Benzylic Alcohols with Aryl Electrophiles Using TCT as an
Zhihua Peng1, Xiaoqian Wang1, Chuanman Yu1
1Department of Chemistry, College of Chemistry and Chemical Engineering, China University of Petroleum (East China), Qingdao, Shandong 266580, China.
Abstract:
Direct coupling of alcohols remains a challenge in current synthetic chemistry. We herein demonstrate a one-pot activation/coupling strategy for C(sp2)-C(sp3) cross-electrophile coupling of alcohols with aryl electrophiles using 2,4,6-trichloro-1,3,5-triazine as an activating agent. The reaction proceeds under mild conditions and tolerates various functionalities, including aldehyde, ketone, ester, lactone, nitrile, pyridine, quinoline, Ar-Bpin, and Ar-SiMe3. Additionally, the electron-rich, electron-poor, and ortho-/meta-/para-substituted aryl electrophiles such as Ar-OTf, Ar-Br, and inert Ar-Cl all coupled well with benzyl alcohols. This one-pot protocol does not require preactivation of alcohols, thus providing a very robust and powerful alternative to the existing methods for the synthesis of diarylmethanes. The synthetic value of this operationally simple protocol was demonstrated by late-stage functionalization of complex molecules and gram-scale experiments.
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