Literature DB >> 12556189

Palladium-catalyzed cleavage of O/N-propargyl protecting groups in aqueous media under a copper-free condition.

Manojit Pal1, Karuppasamy Parasuraman, Koteswar Rao Yeleswarapu.   

Abstract

[reaction: see text] A copper-free palladium-mediated cleavage of O/N-propargyl bonds in aqueous media has been investigated, affording a mild and convenient method for the deprotection of phenols and anilines. The methodology could be utilized for the selective removal of propargyl groups from aryl ethers and amines without affecting a variety of unprotected functional groups present in the substrates. The mechanism and scope of the reaction is discussed.

Entities:  

Year:  2003        PMID： 12556189     DOI： 10.1021/ol027382t

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


  7 in total

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Journal:  Pharmaceuticals (Basel)       Date:  2021-04-14

4.  Tuning the Reactivity of Micellar Nanoreactors by Precise Adjustments of the Amphiphile and Substrate Hydrophobicity.

Authors:  Shahar Tevet; Shreyas S Wagle; Gadi Slor; Roey J Amir
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Authors:  Bruce R Lichtenstein; Chris Bialas; José F Cerda; Bryan A Fry; P Leslie Dutton; Christopher C Moser
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6.  Extracellular palladium-catalysed dealkylation of 5-fluoro-1-propargyl-uracil as a bioorthogonally activated prodrug approach.

Authors:  Jason T Weiss; John C Dawson; Kenneth G Macleod; Witold Rybski; Craig Fraser; Carmen Torres-Sánchez; E Elizabeth Patton; Mark Bradley; Neil O Carragher; Asier Unciti-Broceta
Journal:  Nat Commun       Date:  2014       Impact factor: 14.919

7.  Curcuminoid-BF2 complexes: Synthesis, fluorescence and optimization of BF2 group cleavage.

Authors:  Henning Weiss; Jeannine Reichel; Helmar Görls; Kilian Rolf Anton Schneider; Mathias Micheel; Michael Pröhl; Michael Gottschaldt; Benjamin Dietzek; Wolfgang Weigand
Journal:  Beilstein J Org Chem       Date:  2017-10-26       Impact factor: 2.883
  7 in total

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