List of used abbreviations - RosDok - Universität Rostock

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Acknowledgements In the name of GOD, Who is Ubiquitous, Omniscient, Worthy of all praise and Creator of all of us, Who guides in darkness and helps in difficulties. I wish to express my deep feeling of gratitude, great indebtedness and sincere appreciation to Professor Dr. Peter Langer for his kind supervision, guidance, directions, comments, valuable support and revisions through the supervision and presentation of the thesis. Without all these favors from him, accomplishment of this work would have been difficult. My sincere appreciations are extended to my good brother Muhammad Imran, friends Munawwar Hussain, Ubaid ur rahman, and Olumide Fatunsin for providing me an enjoyable company during this period. I am really thankful to Jörg-Peter Gütlein, Dr. Woodiger Dedeand and Dr. Gerson Mroß whom helped me whenever I needed them. I would like to thank the whole group for the good atmosphere and especially: Claudia Vinke, Anne Hallmann and also this acknowledement can’t be completed without thanking to all members of our research group and friends Serge, Imran, Ihsan-ullah, Farooq, Rasheed and khera and all others whom I have missed here do deserve equal credit. I would also wish to thank Dr. Dirk Michalik for the measurement of the NMR spectra and his assistance in the interpretation of my data. I would say thanks to Prof. Helmut Reinke and Dr. Alexander Villinger (University of Rostock) for X-ray crystallography and all members of technical sections (NMR, IR and Mass spectrometry) of University of Rostock and LIKAT specially Dr. Christine Fischer. I dedicate this work to my all family members, spacially my parents and my brother Muhammad Imran The most important is, to say that I have a great debt on my life due to the enormous sacrifices of my parents for their divine love, prayers, constant care, encouragement and continuous support throughout my studies. Whatever, I am, that is because of the countless prayers of my parents, who instilled in me, a charm for education and the value of being organized. Inam Iqbal 09 Nov 1978 2
Table of Contents 03 List of used abbreviations 04 General Introduction 06 Summary 12 Future planning and predictions 13 1 Synthesis of Functionalized 2-(Arylthio)benzoates by Formal [3+3] Cyclizations of 3-Arylthio-1-silyloxy-1,3-butadienes with 3-Silyloxy-2-en-1-ones and 1,1-Diacylcyclopropane 14 1.1 Introduction ................................................................................................ 14 1.2 Results and discussion............................................................................... 15 1.3 Conclusions................................................................................................ 28 2 Regioselective Synthesis of 2-(Arylthio)benzoates by the First [3+3] Cyclizations of 3-Arylthio-1-silyloxy-1,3-butadienes with 3-Alkoxy-2-en-1-ones 29 2.1 Introduction ................................................................................................ 29 2.2 Results and discussion............................................................................... 29 2.3 Conclusions................................................................................................ 34 3 Synthesis of 5-Arylthio-3-hydroxyphthalates by the First [4+2] Cycloadditions of 3-Arylthio-1-silyloxy-1,3-butadienes with Dimethyl Acetylenedicarboxylate 35 2.1 Introduction ................................................................................................ 35 2.2 Results and discussion............................................................................... 35 2.3 Conclusions................................................................................................ 40 4 Experimental Section 41 6.1 General: Equipment, chemicals and work technique.................................. 41 6.2 Procedures and spectroscopic data ........................................................... 43 3
Page 1 and 2: Synthesis of functionalized 2-(aryl
Page 3 and 4: The ink of the scholar is more holy
Page 5: Affectionately Dedicated to “All
Page 9 and 10: RCM Ring Closing Metathesis TBAI Te
Page 11 and 12: humans: 1) the thiomethyl of methio
Page 13 and 14: Chart 3. Structure of sumatriptan S
Page 15 and 16: disulfide (DADS) and diallyl sulfid
Page 17 and 18: 1. Synthesis of functionalized 2-(a
Page 19 and 20: 3-Arylthio-1-trimethylsilyloxy-1,3-
Page 21 and 22: under kinetic reaction control, by
Page 23 and 24: l a u 4-FC6H4 H Me H 40 m a v 4-FC6
Page 25 and 26: Table 2. Synthesis of thioxanthones
Page 27 and 28: 3a O OSiMe 3 O OMe + Me Me Cl 3TiO
Page 29 and 30: Table 3. Synthesis of 8a-x 3 7 8 Ar
Page 31 and 32: Cl + SPh OSiMe 3 3a 9 O OMe O O H i
Page 33 and 34: solution. The use of an excess (1.5
Page 35 and 36: Table 4. Synthesis of 12a-r 3 11 12
Page 37 and 38: 2.3 Conclusion In conclusion, I hav
Page 39 and 40: aromatization). An unseparable 1:2
Page 41 and 42: Table 5. Synthesis of arenes 14a-l
Page 43 and 44: 3.3 Conclusion In conclusion, I hav
Page 45 and 46: Mass Spectroscopy: AMD MS40, AMD 40
Page 47 and 48: 131.0 (ArCH), 132.7, 134.0, 135.9,
Page 49 and 50: (EI, 70 eV): m/z (%): 380 (100), 21
Page 51 and 52: (m), 1490 (m), 1434 (m), 1383 (w),
Page 53 and 54: 15.4, 16.9, 18.9 (CH3), 28.3 (CH2),
Page 55 and 56: (C). IR (neat): ν̃ = 2945 (w), 29
Page 57 and 58:
948 (w) 853 (m), 803 (m), 751 (m),
Page 59 and 60:
135.4, 139.2, 143.8, 146.5, 182.2 (
Page 61 and 62:
Me S O Me Ph Br Methyl 4-methyl-5-(
Page 63 and 64:
35 Cl, 37 Cl, 61), 430 (M + , 35 Cl
Page 65 and 66:
ArH). 13 C NMR (62 MHz, CDCl3): δ
Page 67 and 68:
Me S O Me Me Methyl 4,6-dimethyl-5-
Page 69 and 70:
S Methyl 4-methyl-5-(2-bromoethyl)-
Page 71 and 72:
(CH2CH3), 33.3 (CH2), 40.1 (CH2), 5
Page 73 and 74:
Me 3,4-Dimethyl-2-phenylsulfanyl-be
Page 75 and 76:
Me 3,4-Dimethyl-2-(p-tolylsulfanyl)
Page 77 and 78:
OCH3), 7.08-7.17 (m, 7H, Ar); 13 C
Page 79 and 80:
(w), 750 (s), 732 (s), 688 (s), 650
Page 81 and 82:
35 Cl 35 Cl, 100), 359 (26), 357 (3
Page 83 and 84:
2924 (w), 2853 (w), 1728 (s), 1712
Page 85 and 86:
Me 3-Hydroxy-5-(4-methylphenylsulfa
Page 87 and 88:
Et 3-Hydroxy-5-(4-ethylphenylsulfan
Page 89 and 90:
(13), 264 (13), 262 (36) ,260 (12),
Page 91 and 92:
MS (EI, 70 eV): m/z (%) = 337 (16),
Page 93 and 94:
OH O 5'-Hydroxy-[1,1';3',1'']terphe
Page 95 and 96:
Refrences 1. Handbook of Chemistry
Page 97 and 98:
20. For a review of [3+3] cyclizati
Page 99 and 100:
Nationality Pakistan Place of Birth
Page 101 and 102:
Publications 1. Inam Iqbal, Muhamma
Page 103 and 104:
Tetrahedron 2007, 63, 12562-12575.
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List of used abbreviations - RosDok - Universität Rostock

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