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- Title
Nickel-Catalyzed Reductive Addition of Aryl/Benzyl Halides and Pseudohalides to Carbodiimides for the Synthesis of Amides.
- Authors
Panahi, Farhad; Jamedi, Fereshteh; Iranpoor, Nasser
- Abstract
A Nickel-catalyzed reductive process is described for the direct amidation of benzyl and aryl halides using carbodiimides as the amidating agent. Moreover, aryl and benzyl C-O electrophiles such as triflate, acetate, tosylate, trityl ether, and pivalate were converted into amides using this method. The in-situ-generated Ni0 acts as a catalyst for the reaction at room temperature for benzylic substrates, and 70 °C for aryl electrophiles. This new nickel-catalyzed reductive coupling protocol provides a general and operationally simple method for the synthesis of diverse amides using carbodiimides. Amides bearing bulky substituents can be synthesized by this strategy in high yield, which demonstrates its effectiveness in amide synthesis.
- Subjects
PHYSIOLOGICAL effects of nickel; ARYL halides; BENZYL halides; PSEUDOHALIDES; CARBODIIMIDES; AMIDE synthesis; MOLECULAR structure of amides
- Publication
European Journal of Organic Chemistry, 2016, Vol 2016, Issue 4, p780
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201501349