Literature DB >> 18593184

General and efficient copper-catalyzed amidation of saturated C-H bonds using N-halosuccinimides as the oxidants.

Xiaowei Liu1, Yongming Zhang, Long Wang, Hua Fu, Yuyang Jiang, Yufen Zhao.   

Abstract

We have developed a general and efficient method for copper-catalyzed amidation of saturated C-H bonds under mild conditions, and the used substrates include benzylic reagents, the N, N-dimethylaniline derivatives, the free carboxamides, and sulfonamides. The protocol uses inexpensive and readily available CuBr/ N-halosuccinimide (NBS or NCS) as the catalyst/oxidant, so it provides practical applications for synthesis of various amides via C-H activation.

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Year:  2008        PMID: 18593184     DOI: 10.1021/jo800624m

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

Authors:  Matthew T Richers; Indubhusan Deb; Alena Yu Platonova; Chen Zhang; Daniel Seidel
Journal:  Synthesis (Stuttg)       Date:  2013-10-06       Impact factor: 3.157

2.  N-Ethyl-N-phenyl-N'-tosyl-formamidine.

Authors:  Heng-Shui Shen; Nan Liu; Zi-Cheng Li; Wen-Cai Huang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-06-17

3.  Oxidative Cyclization of Sulfamate Esters Using NaOCl - A Metal-Mediated Hoffman-Löffler Freytag Reaction.

Authors:  David N Zalatan; J Du Bois
Journal:  Synlett       Date:  2009-01-01       Impact factor: 2.454

4.  Copper-catalyzed aerobic oxidative coupling: From ketone and diamine to pyrazine.

Authors:  Kun Wu; Zhiliang Huang; Xiaotian Qi; Yingzi Li; Guanghui Zhang; Chao Liu; Hong Yi; Lingkui Meng; Emilio E Bunel; Jeffrey T Miller; Chih-Wen Pao; Jyh-Fu Lee; Yu Lan; Aiwen Lei
Journal:  Sci Adv       Date:  2015-10-09       Impact factor: 14.136

Review 5.  Recent advances in copper-catalyzed C-H bond amidation.

Authors:  Jie-Ping Wan; Yanfeng Jing
Journal:  Beilstein J Org Chem       Date:  2015-11-17       Impact factor: 2.883

Review 6.  Benzylic Methylene Functionalizations of Diarylmethanes.

Authors:  Upma Gulati; Radhika Gandhi; Joydev K Laha
Journal:  Chem Asian J       Date:  2020-09-09
  6 in total

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