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研究生：	姜廷達 Chiang, Ting-Ta
論文名稱：	應用麥可加成反應來合成4, 6-二苯-1氫-萉-1-酮和4, 6-二苯-2氫-吡喃羧酸酯 Michael addition to synthesize 4, 6-diphenyl-1H-phenalen-1-one and ethyl 2-oxo-4, 6-diphenyl-2H-pyran-3-carboxylate
指導教授：	姚清發 Yao, Ching-Fa
學位類別：	碩士 Master
系所名稱：	化學系 Department of Chemistry
論文出版年：	2017
畢業學年度：	105
語文別：	中文
論文頁數：	259
中文關鍵詞：	麥可加成、二苯丙炔酮、1-萘酚、三氟化硼、萉酮、丙二酸酯、吡喃酮
英文關鍵詞：	Michael addition, 1-naphthol, trifloroborane, malonate, pyrone
DOI URL：	https://doi.org/10.6345/NTNU202202528
論文種類：	學術論文
相關次數：	點閱：53 下載：2
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查詢本校圖書館目錄查詢臺灣博碩士論文知識加值系統勘誤回報

科學家們從許多不同的生物體中分離出許多具有生物活性的天然物，而其中有些分子具有萉酮及吡喃等特定結構。
本論文分為兩個部分，皆是透過二苯丙炔酮作為起始骨架，進行特定結構分子的合成，第一部分，先回顧這幾年來此一分子的性質及功用，研究及合成，是探討藉由1-萘酚與二苯丙炔酮進行一連串的合成過程以合成萉酮這一類的植物抗菌素，反應過程中透過三氟化硼(Boron trifluoride diethyl etherate，簡稱BF3)進行酸催化進行麥可加成反應，以合成萉酮化合物。
第二部分是探討藉由丙二酸酯與二苯丙炔酮進行一連串的合成過程，反應過程藉由路易斯鹼氫氧化鈉催化二乙基丙二酸酯先形成烯醇，再藉由麥可加成反應對三鍵炔類進行加成，先形成丙二烯(allene)，最終得到一高產率的吡喃酮化合物。

Scientists have isolated many occurring natural substances from many different organisms, and some of them have specific structure such as pyrone and phenalene.

This thesis covers the combination of two separate works. The two parts both synthesized by the diphenylpropynone as the original skeleton. Among them, the first work refers to some references about the natures, functions of this molecule, and some researches and synthesis over the past few years. To explore how to synthesize this kind of molecule by series of processes, we were carried out with 1-naphthol and diphenylpropynone which is a kind of novel phytoalexins. The Lewis acid (boron trifluoride diethyl etherate (BF3)) catalyzed Michael addition reaction to synthesize phenalenone compounds during this reaction.

The second part is to explore series of synthetic processes by the combination of diethylmalonate and diphenylpropynone. Sodium hydroxide as a Lewis base catalyzed malonate to form enolate, involving the addition of alkyne to produce allene. At last, we got the pyrone compounds in a high yield.

目錄
中文摘要………………………………………………………………………………………………I
英文摘要………………………………………………………………………………………………II
第壹章、    前言
1. 親核性加成……………………………………………………………………………P. 03
1-1. 1, 2-加成…………………………………………………………………………P. 03
1-2. 1, 4-加成(C-C)……………………………………………………………P. 05
1-3. 1, 4-加成(C-O)……………………………………………………………P. 08
1-4. 1, 4-加成(C-S) …………………………………………………………P. 09
1-5. 1, 4-加成(C-N) …………………………………………………………P. 10
1-6. 1, 6-加成…………………………………………………………………………P. 11
1-7. 1, 8-加成…………………………………………………………………………P. 12

2. 二苯丙炔酮的應用………………………………………………………………P. 13

3. 萘酚的簡介……………………………………………………………………………P. 17
3-1. 親電性取代反應……………………………………………………………P. 18
3-2. 1, 2-加成反應………………………………………………………………P. 20
3-3. 1, 4-加成反應 ……………………………………………………………p. 20
3-4. 還原反應 …………………………………………………………………………P. 21
3-5. 金屬偶聯反應 ………………………………………………………………P. 21
3-6. 其他………………………………………………………………………………………P. 22

4. 參考文獻………………………………………………………………………………P. 23

第貳章、    麥可加成合成4, 6-二苯-1氫-萉-1-酮

1.  phenalenone的介紹…………………………………………………P. 29

2. 文獻回顧………………………………………………………………………………P. 33
2-1. The reaction of the PN…………………………………P. 33
2-2. PN synthesis……………………………………………………………P. 38
a. One component synthesis 1H PN……………………P. 38
b. Two component synthesis 1H PN……………………P. 40
c. Synthesis 2-Ph PN……………………………………………………P. 41
d. Synthesis 3-Ph PN……………………………………………………P. 41
e. Synthesis 4-OMe PN…………………………………………………P. 42
f. Synthesis 4-Ph PN……………………………………………………P. 42
g. Synthesis 5-Ph PN……………………………………………………P. 45
h. Synthesis 6-Ph PN……………………………………………………P. 46
i. Synthesis 6-OH PN……………………………………………………P. 46
j. Synthesis 7-Ph PN……………………………………………………P. 47
k. Synthesis 8-Ph PN……………………………………………………P. 48
l. Synthesis 9-Ph PN……………………………………………………P. 49

3. 研究目標………………………………………………………………………………P. 50
 
4. 結果與討論…………………………………………………………………………P. 52
4-1. 最佳化條件探討…………………………………………………………P. 52
4-2. 化合物3取代基效應的探討……………………………………P. 61
4-3. 以聚焦式微波加熱法改良傳統加熱法之探討P. 64
4-4. 反應機構的探討…………………………………………………………P. 67

5. 結論………………………………………………………………………………………P. 68

6. 參考文獻……………………………………………………………………………P. 69

第叁章、合成4, 6-二苯-2氫-吡喃羧酸酯
1. 吡喃化合物的簡介…………………………………………………………P. 74
2. 文獻回顧……………………………………………………………………………P. 77
2-1. 吡喃衍生物之合成……………………………………………………P. 77
2-2. 吡喃衍生物之反應……………………………………………………P. 81

3. 研究目標……………………………………………………………………………P. 85
4. 結果與討論………………………………………………………………………P. 87
4-1. 化合物8最佳化條件探討………………………………………P. 87
4-2. 取代基效應…………………………………………………………………P. 91
4-3. 反應機構的探討…………………………………………………………P. 95

5. 結論……………………………………………………………………………………P. 96
6. 參考文獻…………………………………………………………………………P. 97
第肆章、實驗部份
1.    分析儀器及基本實驗操作………………………………P. 101
1-1.    一般實驗方法……………..…………………………….P. 101

2. 第貳章實驗步驟…………………………………………………………P. 103
2-1.    合成二苯丙炔酮3的步驟：(3a- 3q )P. 103
2-2.    合成苯丙炔酮3的步驟：(3r- 3s)……P. 104
2-3.    合成2-溴1-萘酚4b的步驟：……………….P. 105
2-4.    合成2-氯1-萘酚4c的步驟：…………………P. 106
2-5.    合成中間物 5步驟：……………………………….P. 108
2-6.    合成phenalenone 6步驟：(6a-6t) P. 108

3. 第貳章光譜資料………………………………………………………P. 110

4. 第叁章實驗步驟……………………………………………………P. 120
4-1.    合成diallyl malonate的步驟：(7d)P. 120
4-2.    合成diphenyl malonate的步驟：(7e)p. 121
4-3.    合成dibenzyl malonate的步驟：(7f)P. 121
4-4.    合成4, 6-diphenyl pyran-3-carboxylate(8a-8u)P. 122

5. 第叁章光譜資料……………………………………………………………P. 123

 

6. 單晶繞射X-Ray分析結構圖……………………………...….…P. 135
6-1.    Single-Crystal X-ray Diffraction of 5i…P. 135
6-2.    Single-Crystal X-ray Diffraction of 6s…P. 146
6-3.    Single-Crystal X-ray Diffraction of 8b…P. 158
6-4.    Single-Crystal X-ray Diffraction of 9 …P. 167

7. 1H-NMR及13C-NMR 光譜附圖………………………P. 179
                                

參考文獻1
1a Zadel, G.; Breitmaier, E., Angew. Chem. Int. Ed. 1992, 31, 1035–1036
1b Arao, T.; Kondo, K.; Aoyama, T.; Tetrahedron Lett. 2007, 48, 4115–4117
1c Qiao, S.; Pindi, S.; Spigener, P. T.; Jiang, B.; Li, G., Tetrahedron Lett. 2016, 57, 619–622
1d Gharpure, S. J.; Reddy, S. R. B., Org. Lett. 2009, 11, 2519–2522
1e Yang, M.; Tang, J.; Fan, R., Org. Lett. 2013, 15, 3464–3467
1f Sánchez-Larios, E.; Holmes, J. M.; Daschner, C. L.; Gravel, M., Org. Lett. 2010, 12, 5772–5775
1g Laars, M.; Ausmees, K.; Uudsemaa, M.; Tamm, T.; Kanger T.; Lopp, M., J. Org. Chem. 2009, 74 (10), 3772–3775
1h Lu, A.; Liu, T.; Wu, R.; Wang, Y.; Wu, R.; Zhou, Z.; Fang, J.; Tang, C., J. Org. Chem. 2011, 76 (10), 3872–3879
1i Guo, S.-H.; Xing, S.-Z.; Mao, S.; Gao Y.-R.; Chen, W.-L.; Wang, Y.-Q., Tetrahedron Lett. 2014, 55, 6718–6720
1j Saha, P.; Biswas, A.; Molleti, N.; Singh, V. K., J. Org. Chem. 2015, 80 (21), 11115-11122
1k Nair, D. P.; Podgórski, M; Chatani, S.; Gong, T.; Xi, W.; Fenoli, C. R.; Bowman, C. N., Chem. Mater. 2014, 26 (1), 724–744
1l Gutiérrez-Jiménez, M. I.; Aydillo, C.; Navo, C. D.; Avenoza, A.; Francisco, C.; Jiménez-Osés, G.; Zurbano, M. M. ; Busto, P., J. H.; Peregrina, J. M., Org. Lett. 2016, 18, 2796–2799
1m Kamimura, A.; Okawa ; Morisaki, Y.; Ishikawa S.; Uno, H., J. Org. Chem. 2007, 72 (9), 3569–3572
1n Zang, Q.; Javed, S.; Hill, D.; Ullah, F.; Bi, D.; Porubsky, P.; Neuenswander B.; Lushington, G. H.; Santini, C.; Organ, M. G.; Hanson, P. R., ACS Comb. Sci. 2012 14 (8), 456–459
1o Nishimura, T.; Yasuhara, Y.; Sawano, T.; Hayashi, T., J. Am. Chem. Soc. 2010, 132 (23), 7872–7873
1p Brooks , J. L.; Caruana, P. A.; Frontier, A. J., J. Am. Chem. Soc., 2011, 133 (32), 12454–12457
1q Uraguchi, D.; Yoshioka K.; Ueki, Y.; Ooi, T., J. Am. Chem. Soc. 2012 134 (47), 19370–19373
1r Wang, Q. -F.; Chu, X. -P.; Ge, F. -F.; Wang, Y., Lu, T., Adv. Synth. Catal. 2013, 355, 2787 – 2792
1s Meng, J.; Wu, D.; Shi, Y.; Yu, X.; Deng, W.-P., Tetrahedron 2015, 71, 1074-1079
1t Song, Y.-K.; Qian, P.-C.; Chen, F.; Deng, C.-L.; Zhang X.-G., Tetrahedron 2016, 72, 7589-7593
1u DePinto, J. T.; DeProphetis, W. A.; Menke, J. L.; McMahon, R. J., J. Am. Chem. Soc. 2007, 129 (8), 2308-2315
1v Palimkar, S. S.; More, V. S.; Srinivasan, K. V., Synth. Commun. 2008, 38 (9), 1456 -1469
1w Huang, S.-G.; Mao, H.-F.; Zhou, S.-F.; Zou, J.-P.; Zhang, W., Tetrahedron Lett. 2013, 54, 6178-6180
1x Mori, A.; Miyakawa Y.; Ohashi, E.; Haga, T.; Maegawa, T.; Sajiki, H., Org. Lett. 2006, 8, 3279 - 3281
1y Cho, B. T.; Kang, S. K.; Kim, M. S.; Ryu, S. R.; An, D. K., Tetrahedron 2006, 62, 8164 - 8168
1z Xie, M.; Zhang, J.; Ning, P.; Zhang, Z.; Liu, X.; Wang, L., Tetrahedron Lett. 2014, 55, 1065-1067
1aa Velder, J.; Robert, T.; Weidner, I.; Neudoerfl, J. M.; Lex, J.; Schmalza, H. G. Adv. Synth. Catal. 2008, 350, 1309 – 1315
1ab Weimar, M. ; Duerner, G.; Bats, J. W.; Goebel, M. W., J. Org. Chem. 2010, 75 (8), 2718-2721
1ac Brimble-Margaret, A.; Bachu, P.; Sperry, J., Synthesis 2007, 18, 2887-2893
1ad Valizadeh, H.; Shomali, A.; Ghorbani, J.; Noorshargh, S., Dyes and Pigments, 2015, 117, 64-71
1ae Tran, P. H.; Phung, H. Q.; Duong, M. N.; Pham-Tran, N.-N., Tetrahedron Lett. 2017, 58, 1558-1563
1af Reddy, Y. T.; Sonar, V. N.; Crooks, P. A.; Dasari, P. K.; Reddy, P. N.; Bavantula, R., Synth. Commun. 2008, 38 (13), 2082-2088
1ag Dekamin, M. G., Green Chem. 2014, 16, 4914-4921
1ah Nadora, F., Mogliea, Y., Vitalea , C., Yusb, M., Alonsob, F., Radivoya, G., Tetrahedron 2010, 66, 4318-4325.,
1ai Jammi, S.; Sakthivel, S.; Rout, L.; Mukherjee, T.; Mandai, S.; Mitra, R.; Saha, P.; Punniyamurthy, T., J. Org. Chem. 2009, 74 (5), 1971-1976.
1aj Pchelka, B.; Plenkiewicz, J., Org. Prep. Proc. Int. 1998, 30, 87-90
1ak White, J. D.; Juniku, R.; Huang, K.; Yang, J.; Wong, D. T., J. Med. Chem. 2009, 52 (19), 5872–5879
2a Luis, J. G.; Fletcher, W. Q.; Echeverri, F.; Grillo, T. A., Tetrahedron 1994, 50, 10839-11078
2b Luis, J. G.; Echeverri, F.; Quiñones, W.; Brito, I.; López, M.; Torres, F.; Cardona, G.; Aguiar, Z.; Pelaez, C.; Rojas, M., J. Org. Chem 1993, 58 (16), 4306-4308.
2c Kamo, T.; Kato, N.; Hirai, N.; Tsuda, M.; Fujioka, D.; Ohigashi, H. Biosci., Biotechnol., Biochem. 1998, 62, 95-101.
2d Cooke, R. G.; Edwards, J. M., Prog. Chem. Org. Nat. Prod. 1981, 40, 153-190.
2e Fang, J.; Paetz, C.; Hölscher, D.; Munde, T.; Schneider, B., Phytochem. Lett. 2011, 4, 203-208.
2f Hölscher, D.; Schneider, B., Phytochemistry 2005, 66, 59-64.
2g Brkljača, R.; White, J.; Urban, S., J. Nat. Prod. 2015, 78 (7), 1600-1608.
2h Della Greca, M.; Molinaro, A.; Monaco, P.; Previtera, L., Tetrahedron 1992, 48, 3971-3976.
2i Grabchev, I.; Philipova, T., Dye Pigment 1998, 39, 89-95
2j Stewart, W. W., Nature 1981, 292, 17-21
2k Chen, X.; Wang, H.; Jin, X.; Fing, J.; Wang, Y.; Lu, P., Chem. Commun. 2011, 47, 2628-2630
2l Rosquete, L. I.; Cabrera-Serra, M. G.; Piñero,, J. E.; Martín-Rodríguez, P.; Fernández-Pérez, L.; Luis, J. G.; McNaughton-Smith,G.; Abad-Grillo, T., Bioorg. Med. Chem. 2010, 18, 4530-4534.
2m Quinones, W.; Escobar, G.; Echeverri, F.; Torres, F.; Rosero, Y.; Arango, V.; Cardona, G.; Gallego, A., Molecules 2000, 5(7), 974-980
2n Duque, L.; Zapata, C.; Rojano, B.; Schneider, B.; Otalvaro, F., Org. Lett. 2013, 15 (14), 3542-3545
2o Otalvaro, F.; Nanclares, J.; Vasquez, L. E.; Quinones, W.; Echeverri, F.; Arango, R.; Schneider, B., J. Nat. Prod., 2007, 70 (5), 887-890
2p Lygo, B.; Gardiner, S. D.; McLeod, M. C.; To, D. C. M., Org. Biomol. Chem. 2007, 5(14), 2283-2290
2q Hidalgo, W.; Duque, L.; Saez, J.; Arango, R.; Gil, J.; Rojano, B.; Schneider, B.; Otalvaro, F., J. Agric. Food Chem. 2009, 57 (16), 7417-7421
2r Bäumler, W.; Felgenträger, A.; Lehner, K.; Maisch, T.; Regensburger, J.; Santarelli, F.; Spath, A., Patent: US20140039184 A1, 2014
2s Benniston, A. C.; Bunn, A., J. Chem. Res. 2010, 11, 603-605
2t Fieser, L. F., Newton, L. W., J. Am. Chem. Soc., 1942, 64 (4), 917-921
2u Streitwieser, A.; Word, J. M.; Guibe, F.; Wright, J. S., J. Org. Chem., 1981, 46 (12), 2588-2589
2v Otalvaro, F.; Quinones, W.; Echeverri, F.; Schneider, B., J. Label. Compd. Radiopharm. 2017, 60, 194-199
2w Anamimoghadam, O.; Long, D.-L.; Bucher, G., RSC Adv. 2014, 4, 56654-56657
2x Rodríguez López, M. T., SYNTHESIS OF PEROPYRENE AND TETRACENE DERIVATIVES FOR PHOTOCHEMICAL APPLICATIONS，美國北德州大學有機化學博士論文 2015.5
2y Pogodin, S.; Agranat, I., Org. Lett. 1999, 1, 1387-1390.
2z Lock, G.; Gergely, G., Monatshefte für Chemie 1948, 79, 521-530
2aa Cook, J. W.; Hewett, C. L., J. Chem. Soc. 1934, 365-377
2ab Hass, C.; Kirste B.; Kurreck, H.; Schloemp, G., J. Am. Chem. Soc. 1983, 105 (25), 7375-7383
2ac Pagni, R. M.; Burnett, M. N.; Hassaneen, H. M., Tetrahedron 1982, 38 (6), 843-851
2ad Calcott, W. S., Tinker, J. M., Weinmayr, V., J. Am. Chem. Soc. 1939, 61 (4), 949-951
2ae Späth, A.; Leibl, C.; Cieplik, F.; Lehner, K.; Regensburger, J.; Hiller, K.-A.; Bäumler, W.; Schmalz, G.; Maisch, T., J. Med. Chem. 2014, 57 (12), 5157-5168
2af Farbenind, I. G., Patent: DE489571, 1926; Fortschr. Teerfarbenfabr. Verw. Industriezweige, 16, 525
2ag Eistert, B.; Eifler, W.; Göth, H., Chem. Ber. 1968, 101, 2162-2175.
2ah Nanclaresa, J.; Gilb, J.; Rojanob, B.; Saeza, J.; Schneiderc, B.; Ota’lvaro, F., Tetrahedron Lett. 2008, 49, 3844-3847
2ai Luisa, J. G.; Fletcherb, W. Q.; Echeverrib, F.; Grilloa T. A., Tetrohedron lett. 1994 (50), 37, 10963-10970
2aj Cano, M.; Rojas, C.; Hidalgo, W.; Saez, J.; Gil, J., Schneider, B.; Otalvaro, F., Tetrahedron Lett. 2013, 54, 351-354
2ak Ospina, F.; Hidalgo,W.; Cano, M.; Schneider, B., Otálvaro, F., J. Org. Chem. 2016, 81 (3), 1256-1262
2al Cooke, R. G.; Johnson, B. L.; Segal, W., Aust. J. Chem. 1958, 11, 230-235
2am 陳祥麒，第三章萘並呋喃衍生物之合成，國立台灣師範大學化學系碩士論文，民國 104 [2015]
2an Anil Kumar, Org. Lett. 2013, 15, 2190-2193
3a Masamune, S.; Castellucci, N. T., J. Am. Chem. Soc. 1962, 84 (12), 2452-2453
3b McCreath, S. B.; Delgoda, R., Pharmacognosy: Fundamentals, Applications and Strategies, 111-117
3c Vattem, D. A.; Shetty, K.; J. Food Biochem. 2005 (29), 3, 234-266.
3d Si, C.-L.; Zhang, Y.; Zhu, Z.-Y.; Liu, S.-C. Chem. Nat. Compd. 2011, 47 (3), 442-445
3e Kyriakis, E.; Stravodimos, G. A.; Kantsadi, A. L.; Chatzileontiadou, D. S.; Skamnaki, V. T.; Leonidas, D. D., FEBS Lett. 2015, 1787-1794.
3f Cesar, J. M.; García-Avello, A.; Navarro, J. L.; Herraez, M. V., Blood Coagul Fibrinolysis. 2004, 15 (8), 673-676.
3g Wheeler, C. R.; Trager, W. F., J. Med. Chem. 1979, 22 (9), 1122-1124
3h Kostova, I., Curr. Med. Chem. Anticancer Agents 2005, 5, 29-46.
3i Lacy, A.; O'Kennedy, R., Curr. Pharm. Des. 2004, 10, 3797-3811.
3j Wang, X.; Nakagawa-Goto, K.; Bastow, K. F.; Don, M.-J.; Lin Y.-L.; Wu, T.-S.; Lee K.-H., J. Med. Chem. 2006, 49 (18), 5631-5634
3k Sunazuka, T.; Handa, M.; Nagai, K.; Shirahata, T.; Harigaya, Y.; Otoguro, K.; Kuwajima, I.; Omura, S., Org. Lett. 2002, 4, 367-369.
3l Manikandan, R.; Jeganmohan, M., Org. Lett. 2014, 16, 652-655
3m Luo, T.; Dai, M.; Zheng, S. -L.; Schreiber, S. L., Org. Lett. 2011, 13, 2834-2836
3n Saray, O.-C.; Alma, A.; Juventino, J. G., J. Organomet. Chem. 2017, 1, 18-22
3o Zhang, W. -Z.; Yang, M. -W.; Lu, X –B., Green Chem. 2016, 18, 4181-4184
3p Srikrishna Bera, Armido Studer, Synthesis 2017, 49, 121-126
3q Qi, J.; Xie, X.; He, J.; Zhang, L.; Maa, D.; She, X., Org. Biomol. Chem. 2011, 9, 5948-5950
3r Fouli, F. A.; Basyouni, M. N., Acta chim. Acad. Sci. Hung. 1981, 106 (4), 297-302
3s Arndt, F.; Eistert, B., Chem. Ber. 1925, 58, 2318-2320
3t Dong, S.; Qin, T.; Hamel, E.; Beutler, J. A.; Porco, J. A., J. Am. Chem. Soc. 2012, 134 (48), 19782-19787
3u Tohda, Y.; Yanagidani, T.; Asaka, N., Bull. Chem. Soc. Jpn. 2016, 89 (7), 810-822
3v Reed, J. A., Schilling, C. L.; Tarvin, R. F.; Rettig, T. A.; Stille, J. K., J. Org. Chem. 1969, 34 (7), 2188-2192
3w Rösch, W.; Regitz, M.; Z. Naturforsch 1986, 41b, 931-933.
3x El- Kholy, I. E.-S.; Mishrikey, M. M.; Feid-Allah, H. M., J. Heterocycl. Chem. 1981, 18 (1), 105-110
3y Alberola, A.; Andres, C.; Ortega, A. G.; Pedrosa, R.; Vicente, M., J. Chem. Soc., Perkin Trans. 1 1987, 2125-2128
3z Katritzky, A. R.; Lam, J. N., CAN. J. CHEM. 1989, 67, 1144-1147
3y Xin, X.; Wang, Y.; Xu, W.; Lin, Y.; Duan, H.; Dong, D., Green Chem. 2010, 12, 893-898
3z Gao, Y.; Arritt, S. W.; Twamley, B.; Shreeve, J. M., Inorg Chem. 2005, 44, 1704-1712
3aa 郭家銘，第二章 4’ 6’-二苯基-2’ 羥基苯乙酮合成研究臺灣師範大學化學系碩士論文，民101 [2012]

4a Palimkar, S. S.; Kumar, P. H.; Jogdand, N. R.; Daniel, T.; Lahoti, R. J.; Srinivasan, K. V.; Tetrahedron Lett. 2006, 47, 5527-5530
4b Tsai, F. Y.; Chen, J. Y.; Lin, T. C.; Chen, A. J.; Mou, C. Y., Tetrahedron Lett. 2009, 65, 10134-10141.
4c Velder, J.; Robert, T.; Weidner, I.; Neudoerfl, J. M.; Lex, J.; Schmalza, H. G., Adv. Synth. Catal. 2008, 350, 1309-1315.
4d Koini, E. N.; Avlonitis, N.; Calogeropoulou, T., Synlett. 2011, 11, 1537-1542
4e Imao, D.; Itoi, A.; Yamazaki, A.; Shirakura, M.; Ohtoshi, R.; Ogata, K.; Ohmori, Y.; Ohta, T.; Ito, Y., J. Org. Chem. 2007, 72 (5), 1652-1658
4f Bochkov, A. Y.; Akchurin, I. O.; Dyachenko, O. A.; Traven, V. F., Chem. Commun. 2013, 49, 11653-11655
4g Silva, A. L.; Covarmbias-Zliiiiga, A.; Maldonado L. A., Org. Prep. Proced. Int. 2000, 32 (3), 272-275

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