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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 8
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Original Articles

A NOVEL SYNTHESIS OF β-ARYL-α,β-UNSATURATED AMIDES

Hong-Jun Ren Department of Chemistry, Zhejiang University, Hangzhou, 310027, P.R. China
&
Yan-Guang Wang Department of Chemistry, Zhejiang University, Hangzhou, 310027, P.R. China
Pages 1201-1204 | Received 11 May 2000, Published online: 09 Nov 2006

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  • Compound 3a: 1H NMR(500 MHz, CDCl3) δ 7.68(d, J = 15.4 Hz, 1H), 7.54(dd, J = 1.8, 8.3 Hz, 2H), 7.36(m, 3H), 6.90(d, J = 15.4 Hz, 1H), 3.19(s, 3H), 3.09(s, 3H) ppm. Compound 3c: 1H NMR(500 MHz, CDCl3) δ 7.65(d, J = 15.4 Hz, 1H), 7.44(d, J = 8.1 Hz, 2H), 7.18(d, J = 8.1 Hz, 2H), 6.86(d, J = 15.4 Hz, 1H), 3.18(s, 3H), 3.08(s, 3H), 2.37(s, 3H) ppm. Compound 3e: 1H NMR(500 MHz, CDCl3) δ 7.65(d, J = 15.4 Hz, 1H), 7.25(m, 1H), 6.97(m, 1H), 6.88(d, J = 15.4 Hz, 1H), 6.78(m, 1H), 3.19(s, 3H), 3.08(s, 3H), 2.99(s, 6H) ppm
  • GC/MS analysis showed that the ratio of 3b/ its Z-isomer is 100/1.0, the ratio of 3c/its Z-isomer is 100/0.5, and the ratio of 3d/its Z-isomer is 100/0.8

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