Literature DB >> 23802877

A metal-free tandem demethylenation/C(sp2)-H cycloamination process of N-benzyl-2-aminopyridines via C-C and C-N bond cleavage.

Dongdong Liang1, Yimiao He, Lanying Liu, Qiang Zhu.   

Abstract

A mild, metal-free synthesis of pyrido[1,2-a]benzimidazoles starting with N-benzyl-2-aminopyridines, which employs PhI(OPiv)2 as a stoichiometric oxidant, has been developed. The process is initiated by an unusual PhI(OPiv)2-mediated ipso S(E)Ar reaction, followed by solvent-assisted C-C and C-N bond cleavage.

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Year:  2013        PMID: 23802877     DOI: 10.1021/ol4015656

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Benzimidazopurine nucleosides from N6-aryl adenosine derivatives by PhI(OAc)2-mediated C-N bond formation, no metal needed.

Authors:  Sakilam Satishkumar; Mahesh K Lakshman
Journal:  Chem Commun (Camb)       Date:  2017-02-14       Impact factor: 6.222

2.  Iodine-mediated oxythiolation of o-vinylanilides with disulfides for the synthesis of benzoxazines.

Authors:  Yu Yang; Liyan Liu; Kuiliang Li; Zhenggen Zha; Qi Sun; Zhiyong Wang
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

  2 in total

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