欢迎登录材料期刊网

材料期刊网

高级检索

本文报道了零价钯催化的吲哚苄基化反应,获得了优秀的区域选择性。使用Pd(PPh3)4作为催化剂,在温和反应条件下,以90%–99%的收率获得含有各类取代吲哚片段的三芳基甲烷化合物。

An efficient method has been developed for the Pd(0)‐catalyzed benzylation of indoles, which oc‐curred with exclusive regioselectivity. When this reaction was performed in the presence of Pd(PPh3)4, it provided access to a broad range of substituted indoles bearing diarylmethanes at their 3‐position in 90%–99%yields under mild conditions.

参考文献

[1] Tsuji J. Palladium Reagents and Catalysts. Chichester:John Wiley&Sons, 2004. 431,2004.
[2] Zhang X, Feng X J, Liu H S, Qin Y H, Dai Y. Chin J Catal(张新, 冯秀娟, 刘鹤松, 秦余虎, 戴耀. 催化学报), 2012, 33:523,2012.
[3] Kuwano R, Kondo Y, Matsuyama Y. J Am Chem Soc, 2003, 125:12104,2003.
[4] Kuwano R, Kondo Y. Org Lett, 2004, 6:3545,2004.
[5] Ueno S, Komiya S, Tanaka T, Kuwano R. Org Lett, 2012, 14:338,2012.
[6] Trost B M, Czabaniuk L C. J Am Chem Soc, 2010, 132:15534,2010.
[7] Mukai T, Hirano K, Satoh T, Miura M. Org Lett, 2010, 12:1360,2010.
[8] Legros J Y, Toffano M, Fiaud J C. Tetrahedron:Asymmetry, 1995, 6:1899,1995.
[9] Trost B M, Czabaniuk L C. J Am Chem Soc, 2012, 134:5778,2012.
[10] Trost B M, Czabaniuk L C. Chem Eur J, 2013, 19:15210,2013.
[11] Legros J Y, Primault G, Toffano M, Rivière M A, Fiaud J C. Org Lett, 2000, 2:433,2000.
[12] Yokogi M, Kuwano R. Tetrahedron Lett, 2007, 48:6109,2007.
[13] Assié M, Meddour A, Fiaud J C, Legros J Y. Tetrahedron:Asymmetry, 2010, 21:1701,2010.
[14] Fields W H, Chruma J J. Org Lett, 2010, 12:316,2010.
[15] Torregrosa R R P, Ariyarathna Y, Chattopadhyay K, Tunge J A. J Am Chem Soc, 2010, 132:9280,2010.
[16] Blessley G, Holden P, Walker M, Brown J M, Gouverneur V. Org Lett, 2012, 14:2754,2012.
[17] Bao M, Nakamura H, Yamamoto Y. J Am Chem Soc, 2001, 123:759,2001.
[18] Ariafard A, Lin Z Y. J Am Chem Soc, 2006, 128:13010,2006.
[19] Lu S R, Xu Z W, Bao M, Yamamoto Y. Angew Chem Int Ed, 2008, 47:4366,2008.
[20] Peng B, Feng X J, Zhang X, Ji L Y, Bao M. Tetrahedron, 2010, 66:6013,2010.
[21] Peng B, Feng X J, Zhang X, Zhang S, Bao M. J Org Chem, 2010, 75:2619,2010.
[22] Peng B, Zhang S, Yu X Q, Feng X J, Bao M. Org Lett, 2011, 13:5402,2011.
[23] Feng X J, Sun A L, Zhang S, Yu X Q, Bao M. Org Lett, 2013, 15:108,2013.
[24] Zhang X, Feng X J, Yu X Q, He R, Bao M. Org Biomol Chem, 2013, 11:4016,2013.
[25] Feng X J, Song J L, Liu H S, Wang L G, Yu X Q, Bao M. RSC Adv, 2013, 3:18985,2013.
[26] Zhang S, Wang Y, Feng X J, Bao M. J Am Chem Soc, 2012, 134:5492,2012.
[27] Zhang S, Bao M. Synlett, 2012, 23:2431,2012.
[28] Kuwano R, Kusano H. Org Lett, 2008, 10:1979,2008.
[29] Kuwano R, KondoY, Shirahama T. Org Lett, 2005, 7:2973,2005.
[30] Johns A M, Tye J W, Hartwig J F. J Am Chem Soc, 2006, 128:16010,2006.
[31] Kuwano R. Synthesis, 2009:1049,2009.
[32] Zhu Y, Rawal V H. J Am Chem Soc, 2012, 134:111,2012.
[33] Lakhdar S, Westermaier M, Terrier F, Goumont R, Boubaker T, Ofial A R, Mayr H. J Org Chem, 2006, 71:9088,2006.
[34] Skurydina D F, Tolkachev V N, Zenkina D I, Nikolaeva T G, Tolka-chev O N. Pharm Chem J, 2008, 42:443,2008.
[35] Duxbury D F. Chem Rev, 1993, 93:381,1993.
[36] Shchepinov M S, Korshun V A. Chem Soc Rev, 2003, 32:170,2003.
[37] Nair V, Thomas S, Mathew S C, Abhilash K G. Tetrahedron, 2006, 62:6731,2006.
[38] He Q L, Sun F L, Zheng X J, You S L. Synlett, 2009:1111,2009.
[39] Sun F L, Zheng X J, Gu Q, He Q L, You S L. Eur J Org Chem, 2010:47,2010.
[40] Wu K, Jiang Y J, Fan Y S, Sha D, Zhang S Q. Chem Eur J, 2013, 19:474,2013.
[41] Pape A R, Kaliappan K P, Kündig E P. Chem Rev, 2000, 100:2917,2000.
[42] Roche S P, Porco J A Jr. Angew Chem Int Ed, 2011, 50:4068,2011.
[43] Zhuo C X, Zhang W, You S L. Angew Chem Int Ed, 2012, 51:12662,2012.
[44] Zhuo C X, Zheng C, You S L. Acc Chem Res, 2014, 47:2558,2014.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
文章评分
  • 您的评分:
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%