报道了钯催化的非活性烯烃的胺氟化反应，在酸性添加剂HOAc的作用下，反应以较好的收率和区域选择性地得到6-endo环合产物，实现了氟代的环状磺胺类产物的有效合成。
A facile Pd‐catalyzed intramolecular aminofluorination reaction of allylic sulfamides was developed that can be used to prepare fluorinated 1,3‐diamine derivatives. Acetic acid was essential for regula‐tion to give the major 6‐endo cyclization products.
参考文献
| [1] | Filler R, Kobayashi Y. Biomedicinal Aspects of Fluorine Chemistry. Amsterdam:Elsevier, 1982. 1,1982. |
| [2] | Welch J T, Eswarakrishman S. Fluorine in Bioorganic Chemistry. New York:Wiley, 1991. 1,1991. |
| [3] | Miyake H. In:Banks R E, Smart B E, Tatlow J C ed. Organofluorine Chemistry:Principles and Commercial Applications. New York:Plenum Press, 1994. 555,1994. |
| [4] | Nyffeler P T, Duron S G, Burkart M D, Vincent S P, Wong C H. An-gew Chem Int Ed, 2005, 44:192,2005. |
| [5] | Shimizu M, Hiyama T. Angew Chem Int Ed, 2005, 44:214,2005. |
| [6] | Pihko P M. Angew Chem Int Ed, 2006, 45:544,2006. |
| [7] | Petrov V A. Fluorinated Heterocyclic Compounds:Synthesis, Chemistry, and Applications. Hoboken, NJ:John Wiley&Sons, Inc, 2009,2009. |
| [8] | Nosova E V, Lipunova G N, Charushin V N, Chupakhin O N. J Fluo-rine Chem, 2010, 131:1267,2010. |
| [9] | Zhu S Z, Wang Y L, Peng W M, Song L P, Jin G F. Curr Org Chem, 2002, 6:1057,2002. |
| [10] | Silvester M J. Aldrich Acta, 1991, 24:31,1991. |
| [11] | Kwiatkowski P, Beeson T D, Conrad J C, MacMillan D W C. J Am Chem Soc, 2011, 133:1738,2011. |
| [12] | Kishi Y, Nagura H, Inagi S, Fuchigami T. Chem Commun, 2008:3876,2008. |
| [13] | Fustero S, Catalan S, Sanchez-Rosello M, Simon-Fuentes A, del Pozo C. Org Lett, 2010, 12:3484,2010. |
| [14] | Jensen K H, Sigman M S. Org Biomol Chem, 2008, 6:4083,2008. |
| [15] | Kotov V, Scarborough C C, Stahl S S. Inorg Chem, 2007, 46:1910,2007. |
| [16] | Wu T, Yin G Y, Liu G S. J Am Chem Soc, 2009, 131:16354,2009. |
| [17] | Wu T, Cheng J S, Chen P H, Liu G S. Chem Commun, 2013, 49:8707,2013. |
| [18] | Zhu H T, Liu G S. Acta Chim Sinica(朱海涛, 刘国生. 化学学报), 2012, 70:2404,2012. |
| [19] | Qiu S F, Xu T, Zhou J, Guo Y L, Liu G S. J Am Chem Soc, 2010, 132:2856,2010. |
| [20] | Xu T, Qiu S F, Liu G S. Chin J Chem(徐涛, 邱水发, 刘国生. 中国化学), 2011, 29:2785,2011. |
| [21] | Xu T, Mu X, Peng H H, Liu G S. Angew Chem Int Ed, 2011, 50:8176,2011. |
| [22] | Xu T, Liu G S. Org Lett, 2012, 14:5416;,2012. |
| [23] | Liu Q L, Wu Y C, Chen P H, Liu G S. Org Lett, 2013, 15:6210,2013. |
| [24] | Qian J Q, Liu Y K, Zhu J, Jiang B, Xu Z Y. Org Lett, 2011, 13:4220,2011. |
| [25] | Li Z D, Song L Y, Li C Z. J Am Chem Soc, 2013, 135:4640,2013. |
| [26] | Wang Q, Zhong W H, Wei X, Ning M H, Meng X B, Li Z J. Org Biomol Chem, 2012, 10:8566,2012. |
| [27] | Huang H T, Lacy T C, Blachut B, Ortiz Jr G X, Wang Q. Org Lett, 2013, 15:1818,2013. |
| [28] | Cui J, Jia Q, Feng R Z, Liu S S, He T, Zhang C. Org Lett, 2014, 16:1442,2014. |
| [29] | Kong W Q, Feige P, de Haro T, Nevado C. Angew Chem Int Ed, 2013, 52:2469,2013. |
| [30] | Shuntona H P, Früeh N, Wang Y M, Rauniyar V, Toste F D. Angew Chem Int Ed, 2013, 52:7724,2013. |
| [31] | Eickmeier C, Peters S, Fuchs K, Heine N, Handschuh S, Dorner-Ciossek C, Klinder K, Kostka, M. US Patent 5 006 939. 2006,2006. |
| [32] | Martinez A, Castro A, Gil C, Miralpeix M, Segarra V, Domenech T, Beleta J, Palacios J M, Ryder H, Miro X, Bonet C, Casacuberta J M, Azorin F, Pina B, Puigdomenech P. J Med Chem, 2000, 43:683,2000. |
| [33] | Armarego W L F. Purification of Laboratory Chemicals. Amster-dam:Elsevier, 1997,1997. |
| [34] | McDonald R I, Stahl S S. Angew Chem Int Ed, 2010, 49:5529,2010. |
| [35] | Yin G Y, Wu T, Liu G S. Chem Eur J, 2012, 18:451,2012. |
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：
-
10%
-
20%
-
30%
-
40%
-
50%