Journal of Organic Chemistry 2015-11-20

Synthesis of 2,5-Diaryl-1,5-dienes from Allylic Bromides Using Visible-Light Photoredox Catalysis.

Gerald Pratsch, Larry E Overman

Index: J. Org. Chem. 80 , 11388-97, (2015)

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Abstract

Visible-light photoreductive coupling of 2-arylallyl bromides in the presence of the photocatalyst Ru(bpy)3(PF6)2, a Hantzsch ester, and i-Pr2NEt gives 2,5-diaryl-1,5-dienes in high yield. This method avoids the use of stoichiometric metal reductants and is compatible with the presence of halogen, alkyl, electron-donating, and electron-withdrawing substituents on the aromatic ring.

Related Compounds

  • 2,3-Dibromopropene

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