Literature DB >> 23025235

Iron-catalyzed N-alkylation of azoles via cleavage of an sp3 C-H bond adjacent to a nitrogen atom.

Qinqin Xia1, Wanzhi Chen.   

Abstract

Iron-catalyzed direct C-n class="Chemical">N bond formation between azoles and amides is described. The oxidative coupling reactions of sp(3) C-H bonds adjacent to a nitrogen atom in amides and sulfonamides with the N-H bond in azoles proceeded smoothly in the presence of FeCl(2) and di-tert-butyl peroxide (DTBP).

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Year:  2012        PMID: 23025235     DOI: 10.1021/jo301568e

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


  3 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.  Factors Governing Reactivity and Selectivity in Hydrogen Atom Transfer from C(sp3)-H Bonds of Nitrogen-Containing Heterocycles to the Cumyloxyl Radical.

Authors:  Marco Galeotti; Chiara Trasatti; Sergio Sisti; Michela Salamone; Massimo Bietti
Journal:  J Org Chem       Date:  2022-05-24       Impact factor: 4.198

3.  Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion.

Authors:  Manish K Singh; Hari K Akula; Sakilam Satishkumar; Lothar Stahl; Mahesh K Lakshman
Journal:  ACS Catal       Date:  2016-02-18       Impact factor: 13.084

  3 in total

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