OALib Journal期刊
ISSN: 2333-9721
费用:99美元
|
|
|
钯催化二溴代化合物自偶联环化合成二苯并[a,e]环辛四烯
DOI: 10.1016/S1872-2067(14)60201-1, PP. 24-32
Keywords: 二溴代化合物,环辛四烯,二苯并[a,e]环辛四烯,1,3-丁二烯,自偶联反应,钯催化剂
Abstract:
?由于独特的结构和广泛的应用,多取代环辛四烯及其苯并稠环衍生物的合成方法研究具有重要意义.本文报道了一种钯催化烯基溴化物与芳基溴化物的偶联反应.利用此钯催化的环化自偶联反应,以中等至较好的收率高选择性地从双溴代芳基或烯基化合物合成了多种二苯并[a,e]环辛四烯衍生物.
References
[1] | Edelmann F T. Angew Chem Int Ed, 1995, 34: 2466
|
[2] | Edelmann F T. New J Chem, 1995, 19: 535
|
[3] | Edelmann F T. In: Abel E W, Stone F G A, Wilkinson G eds. Comprehensive Organometallic Chemistry II. Pergamon Press, Oxford, 1995
|
[4] | Schumann H, Meese-Marktscheffel J A, Esser L. Chem Rev, 1995, 95: 865
|
[5] | Wang C, Xi Z F. Chem Commun, 2007: 5119
|
[6] | Komatsu K. Bull Chem Soc Jpn, 2001, 74: 407
|
[7] | Hui C W, Mak T C W, Wong H N C. Tetrahedron, 2004, 60: 3523
|
[8] | Lai C W, Lam C K, Lee H K, Mak T C W, Wong H N C. Org Lett, 2003, 5: 823
|
[9] | Lawrie C J, Gable K P, Carpenter B K. Organometallics, 1989, 8: 2274
|
[10] | Esser B, Bandyopadhyay A, Rominger F, Gleiter R. Chem Eur J, 2009, 15: 3368
|
[11] | Carnes M, Buccella D, Decatur J, Steigerwald M L, Nuckolls C. Angew Chem Int Ed, 2008, 47: 2982
|
[12] | Takahashi T, Sun W H, Nakajima K. Chem Commun, 1999: 1595
|
[13] | Li G T, Fang H Y, Zhang S W, Xi Z F. Tetrahedron Lett, 2004, 45: 8399
|
[14] | Geng W Z, Wei J N, Zhang W X, Xi Z F. J Am Chem Soc, 2014, 136: 610
|
[15] | Yamamoto Y, Ohno T, Itoh K. Chem Commun, 1999: 1543
|
[16] | Yamamoto Y, Ohno T, Itoh K. Chem Eur J, 2002, 8: 4734
|
[17] | Chen C, Xi C J, Lai C B, Wang R J, Hong X Y. Eur J Org Chem, 2004: 647
|
[18] | Wender P A, Christy J P. J Am Chem Soc, 2007, 129: 13402
|
[19] | Wender P A, Christy J P, Lesser A B, Gieseler M T. Angew Chem Int Ed, 2009, 48: 7687
|
[20] | Ubayama H, Sun W H, Takahashi T, Xi Z F. Chem Commun, 1998: 1931
|
[21] | Eisch J J, Piotrowski A M, Han K I, Krüger C, Tsay Y H. Organometallics, 1985, 4: 224
|
[22] | Edelbach B L, Lachicotte R J, Jones W D. J Am Chem Soc, 1998, 120: 2843
|
[23] | Perthuisot C, Edelbach B L, Zubris D L, Simhai N, Iverson C N, Müller C, Satoh T, Jones W D. J Mol Catal A, 2002, 189: 157
|
[24] | Masselot D, Charmant J P H, Gallagher T. J Am Chem Soc, 2006, 128: 694
|
[25] | Muzalevskiy V M, Nenajdenko V G, Shastin A V, Balenkova E S, Haufe G. Synthesis, 2009: 2249
|
[26] | Corey J C, John C S, Ohmsted M C, Chang L S. J Organomet Chem, 1986, 304: 93
|
[27] | Liu Y X, Stringfellow T C, Ballweg D, Guzei I A, West R. J Am Chem Soc, 2002, 124: 49
|
[28] | Chang L S, Corey J Y. Organometallics, 1989, 8: 1885
|
[29] | Shimizu M, Tomioka Y, Nagao I, Kadowaki T, Hiyama T. Chem Asian J, 2012, 7: 1644
|
[30] | Willis M C, Brace G N, Findlay T J K, Holmes I P. Adv Synth Catal, 2006, 348: 851
|
[31] | Shen Q L, Hartwig J F. J Am Chem Soc, 2006, 128: 10028
|
[32] | Liang Y, Meng T H, Zhang H J, Xi, Z F. Synlett, 2011: 911
|
[33] | Tadd A C, Matsuno A, Fielding M R, Willis M C. Org Lett, 2009, 11: 583
|
[34] | Kundu D, Maity P, Ranu B C. Org Lett, 2014, 16: 1040
|
[35] | Geng W Z, Zhang W X, Hao W, Xi Z F. J Am Chem Soc, 2012, 134: 20230
|
[36] | Fang H Y, Li G T, Mao G L, Xi Z F. Chem Eur J, 2004, 10: 3444
|
[37] | Liang Y, Geng W Z, Wei J N, Ouyang K B, Xi Z F. Org Biomol Chem, 2012, 10: 1537
|
[38] | Xi Z F. Acc Chem Res, 2010, 43: 1342
|
[39] | Wei J N, Liu L, Zhan M, Xu L, Zhang W X, Xi Z F. Angew Chem Int Ed, 2014, 53: 5634
|
[40] | Li H, Wei B S, Xu L, Zhang W X, Xi Z F. Angew Chem Int Ed, 2013, 52: 10822
|
[41] | Zhou Y, Zhang W X, Xi Z F. Organometallics, 2012, 31: 5546
|
[42] | Zhang H J, Wei J N, Zhao F, Liang Y, Wang Z T, Xi Z F. Chem Commun, 2010, 46: 7439
|
[43] | Schaub T, Radius U. Chem Eur J, 2005, 11: 5024
|
[44] | Sheldrick G M. SHELXTL 5.10 for Windows NT: Structure Determination Software Programs. Bruker Analytical X-ray Systems, Inc., Madison, WI, 1997
|
[45] | Sheldrick G M. Acta Cryst A, 2008, 64: 112
|
[46] | Dolomanov O V, Bourhis L J, Gildea R J, Howard J A K, Puschmann H. J Appl Cryst, 2009, 42: 339
|
[47] | Ouyang K B, Xi Z F. Acta Chim Sin, 2013, 71: 13
|
[48] | Hassan J, Hathroubi C, Gozzi C, Lemaire M. Tetrahedron, 2001, 57: 7845
|
[49] | Hassan J, Penalva V, Lavenot L, Gozzi C, Lemaire M. Tetrahedron, 1998, 54: 13793
|
[50] | Shao L J, Du Y J, Zeng M F, Li X D, Shen W T, Zuo S F, Lu Y Q, Zhang X M, Qi C Z. Appl Organometal Chem, 2010, 24: 421
|
[51] | Nadri S, Azadi E, Ataei A, Joshaghani M, Rafiee E. J Organomet Chem, 2011, 696: 2966
|
[52] | Sehnal P, Taylor R J K, Fairlamb I J S. Chem Rev, 2010, 110: 824
|
[53] | Xu L M, Li B J, Yang Z, Shi Z J. Chem Soc Rev, 2010, 39: 712
|
[54] | Mu X, Wu T, Wang H Y, Guo Y L, Liu G S. J Am Chem Soc, 2012, 134: 878
|
[55] | Canty A J, Patel J, Rodemann T, Ryan J H, Skelton B W, White A H. Organometallics, 2004, 23: 3466
|
[56] | Huisgen R, Mietzsch F. Angew Chem Int Ed, 1964, 3: 83
|
[57] | Paquette L A. Tetrahedron, 1975, 31: 2855
|
[58] | Schumann H. Angew Chem Int Ed, 1984, 23: 474
|
[59] | Paquette L A. Acc Chem Res, 1993, 26: 57
|
[60] | Kl?rner F G. Angew Chem Int Ed, 2001, 40: 3977
|
[61] | Nishinaga T, Ohmae T, Iyoda M. Symmetry, 2010, 2: 76
|
[62] | Wang C, Yuan J, Li G T, Wang Z T, Zhang S W, Xi Z F. J Am Chem Soc, 2006, 128: 4564
|
[63] | Wei J N, Wang Z T, Zhang W X, Xi Z F. Org Lett, 2013, 15: 1222
|
[64] | Schaub T, Backes M, Radius U. Organometallics, 2006, 25: 4196
|
[65] | Ananikov V P, Hazipov O V, Beletskaya I P. Chem Asian J, 2011, 6: 306
|
[66] | Negishi E, Cederbaum F E, Takahashi T. Tetrahedron Lett, 1986, 27: 2829
|
[67] | Yasuike S, Ohta H, Shiratori S, Kurita J, Tsuchiya T. J Chem Soc, Chem Commun, 1993: 1817
|
[68] | Teply F, Stará I G, Stary I, Kollárovi? A, ?aman D, Rulí?ek L, Fiedler P. J Am Chem Soc, 2002, 124: 9175
|
[69] | Barluenga J, Valdés C, Beltrán G, Escribano M, Aznar F. Angew Chem Int Ed, 2006, 45: 6893
|
[70] | Ball C J, Gilmore J, Willis M C. Angew Chem Int Ed, 2012, 51: 5718
|
Full-Text
|
|
Contact Us
service@oalib.com QQ:3279437679 
WhatsApp +8615387084133
|
|