Literature DB >> 21247134

Nonmetal catalyzed insertion reactions of diazocarbonyls to acid derivatives in fluorinated alcohols.

Lidia Dumitrescu1, Kaouther Azzouzi-Zriba, Danièle Bonnet-Delpon, Benoit Crousse.   

Abstract

The insertion reaction of diazocarbonyls to acids could be performed smoothly in fluorinated alcohols in the absence of metal catalyst. This new procedure allowed the chemoselective preparation of various functionalized compounds such as acyloxyesters, depsipeptides, and sulfonate, phosphonate, or boronate derivatives.

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Year:  2011        PMID: 21247134     DOI: 10.1021/ol102923h

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


  5 in total

1.  Diazo compounds for the bioreversible esterification of proteins.

Authors:  Nicholas A McGrath; Kristen A Andersen; Amy K F Davis; Jo E Lomax; Ronald T Raines
Journal:  Chem Sci       Date:  2015-01-01       Impact factor: 9.825

2.  DFT Mechanistic Study of the Cyclopropanation of Styrene and Aryldiazodiacetate Catalyzed by Tris(pentafluorophenyl)borane.

Authors:  Xiuling Wen; Peiquan Lu; Yong Shen; Haojie Peng; Zhuofeng Ke; Cunyuan Zhao
Journal:  ACS Omega       Date:  2022-04-07

3.  Nucleophilic (Radio)Fluorination of α-Diazocarbonyl Compounds Enabled by Copper-Catalyzed H-F Insertion.

Authors:  Erin E Gray; Matthew K Nielsen; Kimberly A Choquette; Julia A Kalow; Thomas J A Graham; Abigail G Doyle
Journal:  J Am Chem Soc       Date:  2016-08-17       Impact factor: 15.419

4.  Blue light-promoted photolysis of aryldiazoacetates.

Authors:  Igor D Jurberg; Huw M L Davies
Journal:  Chem Sci       Date:  2018-05-22       Impact factor: 9.825

5.  Proton or Carbene Transfer? On the Dark and Light Reaction of Diazoalkanes with Alcohols.

Authors:  Claire Empel; Chao Pei; Feifei He; Sripati Jana; Rene M Koenigs
Journal:  Chemistry       Date:  2022-02-17       Impact factor: 5.020

  5 in total

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