Access to Diarylmethanol Skeletons via a Samarium/Copper-Mediated Sequential Three-Component C-H Functionalization Reaction
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Updated: Oct 29, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Bin Song1, Dianming Zhang1, Shuhuan Xiao1
1Key Laboratory of Optic-Electric Sensing and Analytical Chemistry for Life Science, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
Abstract:
A novel three-component reaction was developed via a one-pot strategy for the construction of diarylmethanol esters by using a halobenzene and an ester in N,N-dimethylformamide (DMF) under mild conditions. The reaction involves the direct functionalization of halobenzene under the Sm-CuI catalyst system. It was proved that 10% (mol) of CuI is sufficient to realize the reductive coupling reaction. Influences of substituents were illustrated from both electronic and steric effects. The reaction mechanism was also discussed.
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Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is...