Cross Dehydrogenative Coupling (CDC) Reactions of N,N-Disubstituted Formamides, Benzaldehydes and Cycloalkanes

被引:44
作者
Batra, Aanchal [3 ]
Singh, Paramjit [1 ,2 ]
Singh, Kamal Nain [1 ,2 ]
机构
[1] Panjab Univ, Dept Chem, Chandigarh 160014, India
[2] Panjab Univ, Ctr Adv Studies Chem, Chandigarh 160014, India
[3] DAV Coll, Dept Chem, Sec 10-D, Chandigarh, India
关键词
C-H activation; C-C coupling; C-X coupling; Cross coupling; Dehydrogenation; Peroxides; Radical reactions; C-H BONDS; METAL-FREE CONDITIONS; CATALYZED OXIDATIVE AMIDATION; ALPHA-OXOCARBOXYLIC ACIDS; CARBON-HYDROGEN BONDS; DIRECT ACCESS; MILD CONDITIONS; NITROGEN ATOM; CONVENIENT SYNTHESIS; AROMATIC-ALDEHYDES;
D O I
10.1002/ejoc.201600401
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In recent years, reactions of inexpensive and easily available formamides, benzaldehydes and cycloalkanes with various coupling partners have made an impact in the field of cross dehydrogenative coupling. Even in the absence of a benzylic C-H site or a heteroatom at the a-position, these substrates react efficiently under oxidative conditions. This review article highlights recent advances in cross dehydrogenative coupling reactions for C-C and C-heteroatom bond formation with the above substrates.
引用
收藏
页码:4927 / 4947
页数:21
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共 118 条
  • [81] Transition-Metal-Free Arylation of N-Alkyl-tetrahydroisoquinolines under Oxidative Conditions: A Convenient Synthesis of C1-Arylated Tetrahydroisoquinoline Alkaloids
    Singh, Kamal Nain
    Kessar, Satinder V.
    Singh, Paramjit
    Singh, Pushpinder
    Kaur, Manjot
    Batra, Aanchal
    [J]. SYNTHESIS-STUTTGART, 2014, 46 (19): : 2644 - 2650
  • [82] Cross-Dehydrogenative Coupling of Dithiolanes with Ketones and Indoles under Metal-Free Conditions
    Singh, Kamal Nain
    Singh, Paramjit
    Singh, Pushpinder
    Maheshwary, Yogita
    Kessar, Satinder V.
    Batra, Aanchal
    [J]. SYNLETT, 2013, 24 (15) : 1963 - 1967
  • [83] C-1 Alkynylation of N-Methyltetrahydroisoquinolines through CDC: A Direct Access to Phenethylisoquinoline Alkaloids
    Singh, Kamal Nain
    Singh, Paramjit
    Kaur, Amarjit
    Singh, Pushpinder
    [J]. SYNLETT, 2012, (05) : 760 - 764
  • [84] Oxidative C-Se Coupling of Formamides and Diselenides by Using Aqueous tert-Butyl Hydroperoxide: A Convenient Synthesis of Selenocarbamates
    Singh, Pushpinder
    Batra, Aanchal
    Singh, Paramjit
    Kaur, Amarjit
    Singh, Kamal Nain
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (34) : 7688 - 7692
  • [85] Direct functionalization of benzylic C-Hs with vinyl acetates via Fe-catalysis
    Song, Chun-Xiao
    Cai, Gui-Xin
    Farrell, Thomas R.
    Jiang, Zhong-Ping
    Li, Hu
    Gan, Liang-Bing
    Shi, Zhang-Jie
    [J]. CHEMICAL COMMUNICATIONS, 2009, (40) : 6002 - 6004
  • [86] Oxidative coupling of amines and ketones by combined vanadium- and organocatalysis
    Sud, Abhishek
    Sureshkumar, Devarajulu
    Klussmann, Martin
    [J]. CHEMICAL COMMUNICATIONS, 2009, (22) : 3169 - 3171
  • [87] Direct C-H Transformation via Iron Catalysis
    Sun, Chang-Liang
    Li, Bi-Jie
    Shi, Zhang-Jie
    [J]. CHEMICAL REVIEWS, 2011, 111 (03) : 1293 - 1314
  • [88] OXIDATION OF AMINES BY DICHLORODICYANOQUINONE (DDQ) WITH TRAPPING BY TRIMETHYLSILYL CYANIDE
    SUNDBERG, RJ
    THERET, MH
    WRIGHT, L
    [J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1994, 26 (03) : 386 - 389
  • [89] Pd-catalyzed oxidative amidation of aldehydes with hydrogen peroxide
    Suto, Yutaka
    Yamagiwa, Noriyuki
    Torisawa, Yasuhiro
    [J]. TETRAHEDRON LETTERS, 2008, 49 (40) : 5732 - 5735
  • [90] TBHP-mediated oxidative thiolation of an sp3 C-H bond adjacent to a nitrogen atom in an amide
    Tang, Ri-Yuan
    Xie, Ye-Xiang
    Xie, Yi-Li
    Xiang, Jian-Nan
    Li, Jin-Heng
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (48) : 12867 - 12869