Literature DB >> 28245353

Iodobenzene-Catalyzed Synthesis of Phenanthridinones via Oxidative C-H Amidation.

Dongdong Liang1, Wenbo Yu1, Nam Nguyen1, Jeffrey R Deschamps2, Gregory H Imler2, Yue Li3, Alexander D MacKerell1, Chao Jiang4, Fengtian Xue1.   

Abstract

We report a novel synthesis of phenanthridinones from N-methoxybenzamides using an oxidative C-H amidation reaction at room temperature in open air with modest to excellent yields. This method demonstrated unprecedented substrate scope. In particular, it solved the long-standing challenge in the synthesis of phenanthridinones with sterically demanding substitutions.

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Year:  2017        PMID: 28245353     DOI: 10.1021/acs.joc.7b00106

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


  4 in total

1.  Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent.

Authors:  Joshua J Farndon; Xiaofeng Ma; John F Bower
Journal:  J Am Chem Soc       Date:  2017-09-27       Impact factor: 15.419

2.  One-pot two-step synthesis of 3-iodo-4-aryloxy coumarins and their Pd/C-catalyzed annulation to coumestans.

Authors:  Niranjan Panda; Irshad Mattan
Journal:  RSC Adv       Date:  2018-02-16       Impact factor: 4.036

3.  Iron-Catalyzed Intramolecular Arene C(sp2 )-H Amidations under Mechanochemical Conditions.

Authors:  Peng Shi; Yongliang Tu; Deshen Kong; Peng Wu; Ding Ma; Carsten Bolm
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-10       Impact factor: 16.823

4.  Synthesis of Azacarbolines via PhIO2-Promoted Intramolecular Oxidative Cyclization of α-Indolylhydrazones.

Authors:  Matteo Corrieri; Lucia De Crescentini; Fabio Mantellini; Giacomo Mari; Stefania Santeusanio; Gianfranco Favi
Journal:  J Org Chem       Date:  2021-12-06       Impact factor: 4.354

  4 in total

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