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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

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

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

Volume 14, Issue 10, 2017

Page: [748 - 757] Pages: 10

DOI: 10.2174/1570178614666170608084019

Price: $65

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.

Graphical Abstract

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