《藥物合成反應》人名反應

1、R12A.，0HAri人r甲JH5. Ben zilic acid rearra ngeme nt2. Arndt -Eistert homologation3. Baeyer A/illiger oxidation藥物合成反應人名反應授課教師：武漢大學藥學院郭鵬教授2010,12,201. Aldol conden sati on4. Beckma nn rearra ngeme nt.OAe於B日 A. CFflSOjHCl45 mm., iKi%1. Basu?竺L 5: R IR OHR cibvn； iiKDH辛OH benzoleJ VUOH7. Birch reduct ionM

2、a. bq. NH38. Buchwald -Hartwig amination9. Canni zzaro react ion10. Claisen condensation11. Claisen rearrangementCOjMe 22 n 1 bar. 92%dioxarw, EI3N, EO 七J COsMecCOjMe12. para-Claisen rearrangement13. Clemmensen reductionZn(Ha) H HHOR R114. Cope rearrangementX IX-sgmairqpicrtiafTangemfa rl15. Criegee

3、 mechanism of ozonolysisd EtOAe. -re 笙.thnoACjO, Et.DMAP.-re % tort, 75 骼R-NHjo16. Curtius rearrangement#片R宀CurtailRNrRearraneineni17. Darzens condensationoR1 / R 審 COjEl10 *0, 95%f-BuOK, tBuOHCICO2EtWCf 8S-9&%CO?Et18. Del e pine amine synthesis廣N . N 厶N-7h tx iini et hy knetctrammcBr1 (CH;kN4. NaHC

4、O.15h, EtOH.HjjOOH 2 HQ, EtOH, reflux, 15hp 85%OHUrBrhexa meth yl&n fttstram in&refux, 5 hh ttien b -30 CoOHNug-H19. Demjanov rearrangement20. Tiffeneau -Demjanov rearrangement21. Dieckmann condensationrCOjEt NaOEt -cone HCI, EtOH殆fl UK, 1 d 7&%; 2 steps站/%人打叫l(wèi)NaNOjQH 0Nug-HX - Cl. &, 1X IIrtRi R*Nu

5、g- OH, OR, NRFf22. Favorskii rearrangement23. Fries rearrangement24. Gabriel synthesis25. Gatterma nn -Koch react ionor&nol26. Hofmann rearrangement011 -Br2 R-N=C=O -出0R-NH2 + CQzTrkh2NaOH27. Hoube n-H oesch react ionMH-HGR132. Meerwe in -Ponn dorf -Verley reduct ion31. Mannich react ionIlGOaH0 * 57

6、懶28. Jones oxidationr _ s恐aca伽1審尺, 旳29. Knoevenagel condensation30. Leuckart -Wallach react ioni-2hh 沁RPi口 + CHifCOjRHCI, AICIaRVo + J 軸亠 hq帶戲珅 aHOj-PrHHAROH33. Michael addition34. Moffatt oxidation36. Oppenauer oxidationN=2Mgrd, 6 7%49. Schmidt rearrangemento.COiEt ”呷 、Ms SO3H/ 1%50. Sommelet react

7、 ionNdNj, H能62 50% HOAC/HjO. rflfliux 3 tl1. hWTA, CHCh.TOflut.fi h 朗。HOAc, HO51. Sommelet -Hauser rearrangementYN 旳 2ClNaWOtNJ2CO3. 50GHCh，92HMTA, HQAcjH2O(11:3) rvluK, 4 hIhtiri 4.DHGI, refHJJC. 1.5 flHaSO*CuCN, NaCNNlLR2OMe OMeNh, 32% acq-AeOCeF, HMPA52. Stobbe condensation53. Strecker amino acid

8、 synthesis2 El：N. -64)15 mh. then rt61%J-BuOK, Thi-54. Swern oxidationOH 1 (COClb DMSO. -fiO 口C. 45 minOIImto)p-cNapyrfdlldine1 TWF, 62%出CO艸1. BuOKh f-BuOH, reflux2. AcO,陽OAc, re-llux84%AcQHp2忖雷G忖UNthen曰業(yè)GOClh，DMSOCH2C21 -7fi 七0 U +嚴KOf-Bil000R八“COaEtHO(-Su-TR155. Vilsmeier-Haack reaction56. 1,2-Wittig rearrangementf-liuL57. 2,3-Wittig rearrangementLDA, THF,then TbCI, 87%58. Wolff rearrangement(X-diazokctonc ketene imermcdiatc59. Wolff -Kishner reductionHPCCbjliSHS| CrO3有關Cr的氧化劑極性反轉S 2 CHCH-I80%CH2(OMe2r-KOH .510 C30 mil. 14054KOH, miODMavxro60. Woodward cis-dihydrox