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

Author(s): Yang Liu , Ping Liu* , Yan Liu , Yu Wei* , Bin Dai .

Journal Name: Letters in Organic Chemistry

Volume 14 , Issue 10 , 2017

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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.

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Article Details

VOLUME: 14
ISSUE: 10
Year: 2017
Page: [748 - 757]
Pages: 10
DOI: 10.2174/1570178614666170608084019
Price: $58

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