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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 15
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Original Articles

A NEW METHOD FOR THE PREPARATION OF 2,3-DIARYL-1,1-DIFLUORO-1,3-BUTADIENES

, , &
Pages 2261-2270 | Received 18 Jul 2000, Published online: 09 Nov 2006

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  • Authetic samples of (E) and (Z)-1,1,1-trifluoro-2,3-diphenyl-2-butenes(4a) were prepared from the cross-coupling reaction of separable (E) and (Z)-2-tributylstannyl-1,1,1-trifluoro-3-phenyl-2-butenes(7) with iodobenzene in the presence of (PPh3)4Pd (10 mol%) and CuI (10 mol%). (E) and (Z)-2-tributylstannyl-1,1,1-trifluoro-3-phenyl-2-butenes (7) were figured out via occurrence of cyclization of (E) and (Z)-2-trifluoromethyl-1,3-diphenyl-2-buten-1-ols (8) which can be prepared from the cross-coupling reaction of each (E) and (Z)-2-tributylstannyl-1,1,1-trifluoro-3-phenyl-2-butenes(7)withbenzoyl chloride, followed by reduction with LiAlH4.[16] The (E) isomer of 8 underwent Friedel-Craft's type of cyclization to give indene derivative in the presence of AlCl3, but the (Z) isomer of 8 did not undergo cyclization
  • Park , Y. S. 2000 . Thesis Yonsei University .

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