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Metal-free Reductive Coupling of Biphenyl Tosylhydrazones with Phenols or Benzyl Alcohols

[ Vol. 14 , Issue. 10 ]

Author(s):

Yang Liu, Ping Liu*, Yan Liu, Yu Wei* and Bin Dai   Pages 748 - 757 ( 10 )

Abstract:


Background: The 4-benzyl biphenyl scaffold represents an important structural element widely used in optoelectronic materials and bioactive compounds, including a variety of antihypertensive drugs and prostate cancer agents. Therefore, the construction of 4-benzyl groups incorporating this structural feature with cheap and readily available starting materials is of great scientific interest.

Methods: In this paper, the reductive coupling of biphenyl-4-carbonyl compounds derived from tosylhydrazones with phenols or benzyl alcohols under metal-free reaction conditions is described.

Results: Various 4-benzyl biphenyl ether compounds, representing an important structural element in organic synthesis, could be obtained in moderate to good yields.

Conclusion: The catalytic system presented here enables the use of easily accessible starting materials and may be employed on a wide variety of substrates with good functional group tolerance.

Keywords:

Alcohols, biphenyl, tosylhydrazones, metal-free, reductive coupling, phenols.

Affiliation:

School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City, School of Chemistry and Chemical Engineering, The Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi City

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