Abstract | 第7页 |
摘要 | 第8-9页 |
Acknowledgements | 第9-16页 |
Abbreviations | 第16-20页 |
Chapter Ⅰ Synthesis of substituted indenes by AlCl_3-promotedtandem Friedel-Crafts alkylation of cinnamaldehydes and arenes | 第20-52页 |
1.1 Introduction | 第20-36页 |
1.1.1 Synthetic methods of indenes | 第21-26页 |
1.1.1.1 Acid-catalyzed cyclization of phenyl-substituted allylic alcohols | 第21-22页 |
1.1.1.2 Photo cyclization of phenyl-substituted propynes | 第22-23页 |
1.1.1.3 Ring expansion of substituted cyclopropenes | 第23页 |
1.1.1.4 Addition of organometallic reagents to 1-indanones subsequent by dehydration | 第23-24页 |
1.1.1.5 Cyclization of chalcones | 第24-25页 |
1.1.1.6 Transition-metal catalyzed protocols | 第25-26页 |
1.1.2 Tandem Friedel-Crafts reactions | 第26-36页 |
1.1.2.1 Friedel-Crafts reactions | 第27-28页 |
1.1.2.2 Exemples of tandem Friedel-Crafts reactions | 第28-36页 |
1.1.2.2.1 AlCl_3-promoted tandem Friedel-Crafts reactions of arenes and aldehydes | 第28-29页 |
1.1.2.2.2 TFSA or (TFSA-TFA)-promoted tandem Friedel-Crafts reactions of arenes with aromatic aldehydes | 第29-31页 |
1.1.2.2.3 Tandem Friedel-Crafts reactions of sulfides and acyl chlorides | 第31-33页 |
1.1.2.2.4 Tandem Friedel-Crafts acylation/Nazarov cyclization of arenes and α,β-unsaturated acyl chlorides | 第33-34页 |
1.1.2.2.5 A [Cu(OTf)_2]-promoted tandem Friedel Crafts alkylation and cyclization process | 第34页 |
1.1.2.2.6 The TFA-promoted tandem Friedel-Crafts alkylation, cyclization and hydrogen transfer process | 第34-35页 |
1.1.2.2.7 The AlCl_3-catalyzed tandem Friedel-Crafts acylation and alkylation of arenes and 2-alkenoyl chlorides | 第35-36页 |
1.2 Results and Discussion | 第36-50页 |
1.2.1 Proposed synthetic approach to indenes derivatives | 第36-37页 |
1.2.2 Tandem Friedel-Crafts reaction of benzene and cinnamaldehyde | 第37-39页 |
1.2.3 Interpretation of spectra of 3a and 4a | 第39-42页 |
1.2.4 Preparation of indenes derivatives from arenes and cinnamaldehydes | 第42-45页 |
1.2.5 Possible mechanism for AlCl_3-promoted tandem F-C alkylation of arenes with cinnamaldehydes | 第45-47页 |
1.2.6 Tandem Friedel-Crafts reaction of benzene and Cinnamyl alcohol | 第47-50页 |
1.3 Conclusion | 第50-52页 |
Chapter Ⅱ Efficient synthesis of N-Fmoc 2-aminoalkanesulfonylchlorides with functionalized side-chains | 第52-80页 |
2.1 Introduction | 第52-63页 |
2.1.1 Sulfonopeptides | 第52-56页 |
2.1.1.1 Synthesis of sulfonopeptides by the N-protected aminoalkanesulfonyl chlorides and amino acid esters or peptide esters | 第54页 |
2.1.1.2 Synthesis of sulfonopeptides by the condensation of N-protected aminoalkanesulfinyl chlorides and subsequent oxidation | 第54-55页 |
2.1.1.3 Synthesis of sulfonopeptides by Mannich—type reaction of N-protected 2. aminoalkanesulfonamides | 第55-56页 |
2.1.2 Solid phase peptide synthesis | 第56-58页 |
2.1.2.1 An example of solid phase peptide synthesis | 第57-58页 |
2.1.2.1.1 Fmoc deprotection | 第57页 |
2.1.2.1.2 Amide bond coupling | 第57-58页 |
2.1.2.1.3 Cleavage | 第58页 |
2.1.3 Protecting groups for solid phase peptide synthesis(SPPS) | 第58-60页 |
2.1.3.1 Fmoc Protecting Group | 第58-59页 |
2.1.3.2 Boc Protecting Group | 第59-60页 |
2.1.4 N-protected 2-aminoalkanesulfonyl chlorides | 第60-63页 |
2.1.4.1 Synthesis of N-protected 2-aminoalkanesulfonyl chlorides from N-protected a-sulf-onic acids | 第60-61页 |
2.1.4.2 Synthesis of N-protected 2-aminoalkanesulfonyl chlorides from their sodium salts,using chlorinating agent | 第61-63页 |
2.1.4.2.1 By using phosgene COCl_2 | 第61-62页 |
2.1.4.2.2 By using Triphosgene | 第62页 |
2.1.4.2.3 By using Thionyl chloride | 第62-63页 |
2.1.4.3 Synthesis of sulfonyl chloride by using N-chlorosuccinimide (NCS) | 第63页 |
2.2 Results and Discussion | 第63-78页 |
2.2.1 Synthesis of vatious xanthates 3 | 第64-65页 |
2.2.2 Optimization of reaction conditions for synthesis of dithiocarbonates 5 | 第65-66页 |
2.2.3 Interpretation of spectra of dithiocarbonate 5h | 第66-68页 |
2.2.4 Synthesis of aminoxanthates 5 | 第68-69页 |
2.2.5 Synthesis of various sulfonyl chlorides 2-4 | 第69-71页 |
2.2.6 Interpretation of spectra of sulfonyl chloride 6h | 第71-75页 |
2.2.7 Proposed mechanism for the oxidative chlorination thioacetates 5 | 第75-78页 |
2.3 Conclusion | 第78-80页 |
Chapter Ⅲ Experimental section | 第80-106页 |
3.1 Methods,Skills,and Facilities | 第80页 |
3.2 General procedure for AlCl_3-promoted tandem Friedel-Crafts alkylation of arenes with cinnamaldehydes | 第80-88页 |
3.3 Preparation of(9H-Fluoren-9-yl)methyl allylcarbamate 4 | 第88页 |
3.4 General procedure for synthesis of xanthates 3 | 第88-91页 |
3.5 General procedure for pynthesis of aminoxanthates 5 | 第91-98页 |
3.6 General procedure for the synthesis of sulfonyl chlorides 6 with NCS/HCl as oxidants | 第98-106页 |
Chapter Ⅳ Conclusions | 第106-108页 |
Publications lists | 第108-110页 |
References | 第110-128页 |
Appendix | 第128-174页 |
Khdra Haiouani, MSc,PhD.(Chemistry) | 第174-176页 |
Prof. Dr. Jiaxi Xu | 第176-177页 |
研究生学位论文答辩委员会决议书 | 第177-178页 |