|
OALib Journal期刊
ISSN: 2333-9721
费用：99美元
|
|
|
|
新型P,N-配体的合成及其在钯催化碳-氮键偶联反应中的应用
DOI: 10.3724/SP.J.1088.2011.10617, PP. 1617-1623
Keywords: 膦,氮-配体,钯催化,碳-氮键偶联反应,芳基溴代物,仲胺
Abstract:
？以三苯基膦为母体骨架,设计合成了在苯环上连有环状仲胺取代基的五种新型P,N-配体(L1~L5),利用核磁共振谱(1H,13C,31P)、红外光谱、高分辨质谱和X射线单晶衍射等对配体进行了表征,并将它们应用于Pd催化的C–N键偶联反应中.结果表明,三(2-吗啉基苯基)膦(L5)与三(二亚苄基丙酮)二钯(Pd2(dba)3)组成的体系可有效催化芳基溴代物与仲胺的偶联反应,当以Pd2(dba)3(1mol%)为催化剂前体、L5(6mol%)为配体、叔丁醇钠(1.4mmol)为碱、甲苯为溶剂时,溴代芳烃与仲胺的偶联反应在100oC下可顺利进行,最高分离收率达到95%.
| [1] | strong> Aubin Y, Fischmeister C, Thomas C M, Renaud J L. Chem Soc Rev, 2010, 39: 4130
|
| [2] | strong> Lundgren R J, Stradiotto M. Angew Chem, Int Ed, 2010, 49: 8686
|
| [3] | strong> Surry D S, Buchwald S L. Chem Sci, 2011, 2: 27
|
| [4] | strong> Maiti D, Fors B P, Henderson J L, Nakamura Y, Buchwald S L. Chem Sci, 2011, 2: 57
|
| [5] | strong> Ley S V, Thomas A W. Angew Chem, Int Ed, 2003, 42: 5400
|
| [6] | strong> Zhang H, Cai Q, Ma D W. J Org Chem, 2005, 70: 5164
|
| [7] | strong> Wang H F, Li Y M, Sun F F, Feng Y, Jin K, Wang X N. J Org Chem, 2008, 73: 8639
|
| [8] | strong> Xi Z X, Liu F H, Zhou Y B, Chen W Z. Tetrahedron, 2008, 64: 4254
|
| [9] | strong> Tao C Z, Li J, Fu Y, Liu L, Guo Q X. Tetrahedron Lett, 2008, 49: 70
|
| [10] | strong> Monnier F, Taillefer M. Angew Chem, Int Ed, 2009, 48: 6954
|
| [11] | strong> Das P, Sharma D, Kumar M, Singh B. Curr Org Chem, 2010, 14: 754
|
| [12] | strong> Meng F, Zhu X H, Li Y, Xie J W, Wang B, Yao J H, Wan Y Q. Eur J Org Chem, 2010: 6149
|
| [13] | strong> Li L Y, Zhu L, Chen D G, Hu X L, Wang R H. Eur J Org Chem, 2011: 2692
|
| [14] | strong> Huang Y B, Yang C T, Yi J, Deng X J, Fu Y, Liu L. J Org Chem, 2011, 76: 800
|
| [15] | strong> Desmarets C, Schneider R, Fort Y. J Org Chem, 2002, 67: 3029
|
| [16] | strong> Liu C, Shen D M, Chen Q Y. J Org Chem, 2007, 72: 2732
|
| [17] | strong> Manolikakes G, Gavryushin A, Knochel P. J Org Chem, 2008, 73: 1429
|
| [18] | strong> Taillefer M, Xia N, Ouali A. Angew Chem, Int Ed, 2007, 46: 934
|
| [19] | strong> Correa A, Bolm C. Angew Chem, Int Ed, 2007, 46: 8862
|
| [20] | strong> Anderson K W, Tundel R E, Ikawa T, Altman R A, Buchwald S L. Angew Chem, Int Ed, 2006, 45: 6523
|
| [21] | strong> Old D W, Wolfe J P, Buchwald S L. J Am Chem Soc, 1998, 120: 9722
|
| [22] | strong> Old D W, Harris M C, Buchwald S L. Org Lett, 2000, 2: 1403
|
| [23] | strong> Anderson K W, Mendez-Perez M, Priego J, Buchwald S L. J Org Chem, 2003, 68: 9563
|
| [24] | strong> Verboom W, Reinhoudt D N, Visser R, Harkema S. J Org Chem, 1984, 49: 269
|
| [25] | strong> Whited M T, Rivard E, Peters J C. Chem Commun, 2006: 1613
|
| [26] | strong> Kuwano R, Utsunomiya M, Hartwig J F. J Org Chem, 2002, 67: 6479
|
| [27] | strong> Yang C T, Fu Y, Huang Y B, Yi J, Guo Q X, Liu L. Angew Chem, Int Ed, 2009, 48: 7398
|
| [28] | strong> Basu B, Paul S, Nanda A K. Green Chem, 2009, 11: 1115
|
| [29] | strong> Huang X H, Anderson K W, Zim D, Jiang L, Klapars A, Buchwald S L. J Am Chem Soc, 2003, 125: 6653
|
| [30] | strong> Berman A M, Johnson J S. J Org Chem, 2005, 70: 364
|
| [31] | strong> Muci A R, Buchwald S L. Top Curr Chem, 2002, 219: 131
|
| [32] | strong> Kantchev E A B, O'Brien C J, Organ M G. Angew Chem, Int Ed, 2007, 46: 2768
|
| [33] | strong> Rao H H, Fu H, Jiang Y Y, Zhao Y F. J Org Chem, 2005, 70: 8107
|
| [34] | strong> Zhang Z J, Mao J C, Zhu D, Wu F, Chen H L, Wan B S. Tetrahedron, 2006, 62: 4435
|
| [35] | strong> Liu Y F, Bai Y J, Zhang J, Li Y Y, Jiao J P, Qi X L. Eur J Org Chem, 2007: 6084
|
| [36] | strong> Altman R A, Buchwald S L. Org Lett, 2007, 9: 643
|
| [37] | strong> Cheng D P, Gan F F, Qian W X, Bao W L. Green Chem, 2008, 10: 171
|
| [38] | strong> Wolfe J P, Tomori H, Sadighi J P, Yin J J, Buchwald S L. J Org Chem, 2000, 65: 1158
|
Full-Text
|
|
Contact Us
service@oalib.com QQ:3279437679 
WhatsApp +8615387084133
|
|
