期刊文献+

A facile access for the C–N bond formation by transition metal-free oxidative coupling of benzylic C–H bonds and amides

A facile access for the C–N bond formation by transition metal-free oxidative coupling of benzylic C–H bonds and amides
原文传递
导出
摘要 Using 2,3-dichloro-5,6-dicyano-p-benzoquinone(DDQ)as the oxidant,we communicate an efficient oxidative C–N coupling of benzylic C–H bonds with amides to afford a series of amination products in good yields.A wide range of functional groups as well as various sulfonamides and carboxamides are well tolerated.Moreover,this reaction involves both the challenging C–H functionalization and C–N bond formation. Using 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) as the oxidant, we communicate an efficient oxidative C-N coupling of benzylic C-H bonds with amides to afford a series of amination products in good yields. A wide range of functional groups as well as various sulfonamides and carboxamides are well tolerated. Moreover, this reaction involves both the challenging C-H functionalization and C-N bond formation.
出处 《Science China Chemistry》 SCIE EI CAS CSCD 2015年第8期1323-1328,共6页 中国科学(化学英文版)
基金 supported by the National Basic Research Program of China(2011CB808600,2012CB725302) the National Natural Science Foundation of China(21390400,21272180,21302148) the Research Fund for the Doctoral Program of Higher Education of China(20120141130002) the Program for Changjiang Scholars and Innovative Research Team in University(IRT1030) The Program of Introducing Talents of Discipline to Universities of China(111 Program)is also appreciated
关键词 oxidative coupling C-N bond formation AMINATION C-H functionalization C-H键 氧化偶联 C-N 过渡金属催化 酰胺 苄基 官能团化 磺胺类药物
  • 相关文献

参考文献52

  • 1Correa A, Bolm C. Metal-catalyzed C(sp2)-N bond formation. In: Taillefer M, Ma D, Eds. Amination and Formation of sp2 C-N. Vol. 46. Berlin Heidelberg: Springer, 2013. 55-85.
  • 2Davies HML, Manning JR. Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion. Nature, 2008, 451: 417^4-24.
  • 3Chiba S, Narasaka K. Simple Molecules, Highly Efficient Amination. Verlag GmbH & Co. KGaA: Wiley-VCH, 2008. 1-54.
  • 4Dick AR, Sanford MS. Transition metal catalyzed oxidative functionalization of carbon-hydrogen bonds. Tetrahedron, 2006, 62: 2439-2463.
  • 5Davies HML. Recent advances in catalytic enantioselective intermolecular C-H functionalization. Angew Chem Int Ed, 2006, 45: 6422-6425.
  • 6Davies HML, Long MS. Recent advances in catalytic intramolecular C-H animations. Angew Chem Int Ed, 2005, 44: 3518-3520.
  • 7Xie Y, Zhao Y, Qian B, Yang L, Xia C, Huang H. Enantioselective N-H functionalization of indoles with a,(3-unsaturated y-lactams catalyzed by chiral Br0nsted acids. Angew Chem Int Ed, 2011, 50: 5682-5686.
  • 8Li ZP, Li CJ. A highly efficient cubr-catalyzed alkynylation of sp3 C-H bond. J Am Chem Soc, 2004, 126: 11810-11811.
  • 9Li CJ. Cross-dehydrogenative-coupling (CDC): explore C-C bond formations beyond functional group transformations. Acc Chem Res,2009,42: 335-344.
  • 10Collet F, Lescot C, Dauban P. Catalytic C-H amination: the stereoselectivity issue. Chem Soc Rev, 2011, 40: 1926-1936.

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部