(s),130. 89 (s),129. 21 (s),129. 07 (s),127. 55 (s),127. 19 (s),123. 61 (s),121. 91 (s),118. 43 (s),I 17. 99 (s), 116. 81 (s), 106. 38 (s), 100. 21 (s), 58. 95(s), 58. 31 (s), 58. 09(s), 57. 97 (s). MS(EI) :469. 16 (C30H26O7, [M+H]+). Anal. Calcd for C30H26O7 :C, 72. 28 ;H, 5. 26 ;0, 22. 47 % ; Found:72. 21 ;H, 5. 24 ;0, 22. 56% .
[0038] 實(shí)施例3 :3- ((E) -3- (2, 4-二甲氧基-6- (4-甲氧苯乙烯基)苯基)丙烯酰 基)-7-甲氧基-2H-苯并吡喃-2-酮(化合物3)的制備
[0039]
[0040] 制備方法同實(shí)施例1,區(qū)別在于以4-甲氧基水楊醛代替水楊醛,得到 黃色固體粉末目標(biāo)化合物,收率69 %,熔點(diǎn)137-139 °C。1H NMR(600MHz,DMS0) δ 8. 59 (s, 1H), 8. 19 (s, 1H), 8. 02 - 7. 95 (m, 2H), 7. 82 (d, J = 8. 7Hz, 1H) ,7.68-7. 61 (m, 2H) , 7. 53 (d, J = 8. 7Hz, 2H) , 7. 33 (d, J = 16. 1Hz, 1H) , 7. 22 (d, J =8. 7Hz, 1H) , 7. 08 (d, J = 16. 1Hz, 1H) , 6. 90 (d, J = 8.7Hz,2H),3.88- 3. 84 (m,9H), 3.75 (s,3H). 13C NMR (151MHz, DMSO) δ 190. 16 (s),164. 61 (s),164. 02 (s),162. 26 (s),161. 96 (s),158. 88 (s),152. 32 (s),149. 44 (s),145. 20 (s),141. 83 (s),135. 02 (s),I 32. 49 (s),131. 35 (s),129. 19 (s),129. 10 (s),127. 59 (s),124. 77 (s),121. 57 (s),120. 34 (s ),117. 23 (s),116. 79 (s),113. 47 (s),106. 40 (s),100. 21 (s),59. 63 (s),59. 35 (s),59. 07 (s ),58. 25 (s). MS(EI) :469. 17 (C30H26O7, [M+H]+). Anal. Calcd for C30H26O7: C, 72. 28 ;H, 5. 26 ; 0, 22. 47% ;Found:C, 72. 31 ;H, 5. 25 ;0, 22. 45% .
[0041] 實(shí)施例4:3-((E)-3-(2,4-二甲氧基-6-(4-甲氧苯乙烯基)苯基)丙烯酰 基)-6-甲氧基-2H-苯并吡喃-2-酮(化合物4)的制備
[0042]
[0043] 制備方法同實(shí)施例1,區(qū)別在于以5-甲氧基水楊醛代替水楊醛,得到黃色固 體粉末目標(biāo)化合物,收率 65%,熔點(diǎn) 123-124 °C。1H NMR(600MHz,CDCl3) δ 8.41 (d,J = 5. 2Hz, 1H), 8. 24 (d, J = 15. 7Hz, 1H), 7. 94 - 7. 88 (m, 1H), 7. 52 - 7. 48 (m, 2H), 7. 39 (d, J =16. 0Hz, 1H), 7. 27 (dd, J = 7. 0, 4. 9Hz, 1H), 7. 20 - 7. 17 (m, 1H), 7. 00 (d, J = 2. 9Hz, 1H), 6. 92 (t, J = 9. 3Hz, 1H), 6. 91 - 6. 89 (m, 2H), 6. 71 (d, J = 2. 3Hz, 1H), 6. 41 (d, J =2. 3Hz, 1H), 3. 92(s, 3H), 3. 89(s, 3H), 3. 85(s, 3H), 3. 83(s, 3H). 13C NMR(151MHz, CDCl3) δ 190. 33 (s), 164. 61 (s), 164. 02 (s), 162. 26 (s), 161. 96 (s), 158. 88 (s), 152. 32 (s), 149. 4 4 (s),145. 20 (s),141. 83 (s),135. 02 (s),132. 49 (s),130. 91 (s),129. 19 (s),129. 10 (s),12 7. 59 (s),124. 77 (s),121. 57 (s),120. 34 (s),118. 40 (s),116. 79 (s),113. 47 (s),106. 40 (s ),100. 21 (s),58. 54 (s),58. 35 (s),58. ll(s),57. 98 (s) .MS (EI) :469. 17 (C3tlH26O7, [M+H]+)· Anal. Calcd for C30H26O7: C, 72. 28 ;H, 5. 26 ;0, 22. 47 % ;Found: C, 72. 31 ;H, 5. 27 ; 0, 22. 43% .
[0044] 實(shí)施例5:3-((E)-3-(2,4-二甲氧基-6-(4-甲氧苯乙烯基)苯基)丙烯酰 基)-5-甲氧基-2H-苯并吡喃-2-酮(化合物5)的制備
[0045]
[0046] 制備方法同實(shí)施例1,區(qū)別在于以6-甲氧基水楊醛代替水楊醛,得到 黃色固體粉末目標(biāo)化合物,收率63 %,熔點(diǎn)122-124 °C。1H NMR(600MHz,CDCl3) δ 8. 92 - 8. 88(m, 1H), 8. 23(d, J = 15. 7Hz, 1H), 7. 92 (d, J = 15. 7Hz, 1H), 7. 52 (t, J = 5. 4Hz, 1H), 7. 52 - 7. 49 (m, 2H), 7. 42 (t, J = 10. 9Hz, 1H), 6. 96 - 6. 91 (m, 2H), 6. 90 (d, J = 8. 7Hz, 2H), 6. 72 (t, J = 5. 1Hz, 2H), 6. 42 (d, J = 2. 3Hz, 1H), 3. 95 (s, 3H), 3. 92 (s, 3H), 3. 9 O (s,3H),3· 83 (s,3H) · 13C NMR (151MHz,CDCl3) δ 190. 35 (S),164. 51 (S),163. 98 (S),162. 24 (s),161. 94 (s),160. 43 (s),158. 75 (s),145. 38 (s),145. 05 (s),141. 45 (s),137. 33 (s),134 ? 87 (s),132. 53 (s),130. 90 (s),129. 36 (s),127. 60 (s),126. 81 (s),118. 56 (s),116. 77 (s) ,112. 41 (s),111. 39 (s),107. 87 (s),106. 23 (s),100. 21 (s),58. 78 (s),58. 35 (s),58. 12 (s ),57. 99 (s). MS(EI) :469. 17 (C30H26O7, [M+H]+). Anal. Calcd for C30H26O7: C, 72. 28 ;H, 5. 26 ; 0, 22. 47% ;Found:C, 72. 28 ;H, 5. 27 ;0, 22. 46% .
[0047] 實(shí)施例6:3-((E)-3-(2,4-二甲氧基-6-(4-甲氧苯乙烯基)苯基)丙烯酰 基)-8-甲基-2H-苯并吡喃-2-酮(化合物6)的制備
[0048]
[0049] 制備方法同實(shí)施例1,區(qū)別在于以3-甲基水楊醛代替水楊醛,得到黃色固 體粉末目標(biāo)化合物,收率 65 %,熔點(diǎn) 166-169 °C。1H NMR (600MHz,CDCl3) δ 8. 47 (d,J =2. 3Hz, 1H), 8. 24(d, J = 15. 7Hz, 1H), 7. 94 (d, J = 15. 7Hz, 1H), 7. 50 (d, J = 8. 7Hz, 2H) , 7. 45 (dd, J = 10. 0, 7. 3Hz, 2H), 7. 39 (t, J = 14. 0Hz, 1H), 7. 24-7. 18 (m, 1H), 6. 96 - 6. 88 (m, 3H), 6. 72 (d, J = 2. 2Hz, 1H), 6. 42 (d, J = 2. 1Hz, 1H), 3. 93 (s ,3H),3.89(s,3H),3.83(d,J = 1.6Hz,3H),2.47(s,3H).13C NMR(151MHz,CDC13)S190.38 (s),164. 58 (s),164. 03 (s),162. 26 (s),161. 97 (s),156. 13 (s),150. 13 (s),145. 22 (s),14 1. 77 (s),137. 69 (s),135. 01 (s),132. 53 (s),130. 90 (s),130. 15 (s),129. 15 (s),128. 81 (s ),127. 57 (s), 126. 99 (s), 121. 04(s), 118. 43 (s), 116. 79(s), 106. 36(s), 100. 24(s), 58. 35 (s),58. 11 (s),57. 98 (s),18. 08 (s) .MS (EI) :483. 17 (C30H26O6, [M+H]+)· Anal. Calcd for C30H2606:C, 74. 67 ;H, 5. 43 ;0, 19. 89% ;Found:C, 74. 63 ;H, 5. 43 ;0, 19. 93% .
[0050] 實(shí)施例7:3-((E)-3-(2,4-二甲氧基-6-(4-甲氧苯乙烯基)苯基)丙烯酰 基)-7-甲基-2H-苯并吡喃-2-酮(化合物7)的制備
[0051] 、
[0052] 制備方法同實(shí)施例1,區(qū)別在于以4-甲基水楊醛代替水楊醛,得到黃色固體粉 末目標(biāo)化合物,收率 70%,熔點(diǎn) 155-159°〇。屮匪1?(60010^,0)(:13)6 8.47(8,1!1),8.25-8. 21 (m, 1H), 7. 96 - 7. 91 (m, 1H), 7. 49 (dd, J = 8. 2, 5. 7Hz, 3H), 7. 42 - 7. 38 (m, 1H) ,7.16-7. 11 (m, 2H) , 6. 93 (d, J = I 6. OHz , I Η) , 6. 9 1 - 6. 8 9 (m, 2H) , 6. 7 I (d, J = 2. 3Hz, 1H), 6. 41 (d, J = 2. 3Hz, 1H), 3. 92 (s, 3H), 3. 89 (s, 3H), 3. 83 (s, 3H), 2. 47 (s, 3H). 13C NMR(151MHz, CDCl3) δ 190. 29 (s), 164. 54 (s), 163. 99 (s), 162. 25 (s), 162. 08 (s), 157 .94(s), 149. 87(s), 148. 34(s), 145. 13(s), 141. 62 (s), 134. 95(s), 132. 53(s), 132. 16( s),130. 90 (s), 129. 20 (s), 128. 75 (s), 127. 62 (s), 119. 39 (s), 118. 98 (s), 118. 50 (s),I 16. 79 (s), 106. 35 (s), 100. 22(s), 96. 69 (s), 58. 35 (s), 58. 11 (s), 57. 98(s), 32. 34 (s). MS(EI) :483. 17 (C30H26O6, [M+H]+). Anal. Calcd for C30H26O6 :C, 74. 67 ;H, 5. 43 ;0, 19. 89 % ; Found:C, 74. 66 ;H, 5. 43 ;0, 19. 90% .
[0