Literature DB >> 21319832

Palladium-catalyzed denitrogenation reaction of 1,2,3-benzotriazin-4(3H)-ones incorporating isocyanides.

Tomoya Miura1, Yui Nishida, Masao Morimoto, Motoshi Yamauchi, Masahiro Murakami.   

Abstract

1,2,3-Benzotriazin-4(3H)-ones and 1,2,3,4-benzothiatriazine 1,1(2H)-dioxide reacted with isocyanides in the presence of a palladium catalyst to give 3-(imino)isoindolin-1-ones and 3-(imino)thiaisoindoline 1,1-dioxides, respectively, in high yield. An intermediate azapalladacycle was generated through denitrogenation of the triazine moiety, and an isocyanide was incorporated therein.

Entities:  

Year:  2011        PMID: 21319832     DOI: 10.1021/ol103143a

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


  5 in total

Review 1.  Transition-metal-catalyzed denitrogenative transannulation: converting triazoles into other heterocyclic systems.

Authors:  Buddhadeb Chattopadhyay; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2011-11-25       Impact factor: 15.336

2.  Rh-catalyzed transannulation of N-tosyl-1,2,3-triazoles with terminal alkynes.

Authors:  Buddhadeb Chattopadhyay; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2011-06-21       Impact factor: 6.005

3.  Rhodium-catalyzed annulation of N-benzoylsulfonamide with isocyanide through C-H activation.

Authors:  Chen Zhu; Weiqing Xie; John R Falck
Journal:  Chemistry       Date:  2011-10-04       Impact factor: 5.236

4.  Catalytic Isonitrile Insertions and Condensations Initiated by RNC-X Complexation.

Authors:  Suravi Chakrabarty; Shruti Choudhary; Arpit Doshi; Fa-Qiang Liu; Rishabh Mohan; Manasa P Ravindra; Dhruv Shah; Xun Yang; Fraser F Fleming
Journal:  Adv Synth Catal       Date:  2014-06-20       Impact factor: 5.837

5.  Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones.

Authors:  Hasil Aman; Yu-Chiao Huang; Yu-Hao Liu; Yu-Lin Tsai; Min Kim; Jen-Chieh Hsieh; Gary Jing Chuang
Journal:  Molecules       Date:  2021-11-28       Impact factor: 4.411

  5 in total

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