Literature DB >> 12556173

Iodine as a chemoselective reoxidant of TEMPO: application to the oxidation of alcohols to aldehydes and ketones.

Ross A Miller1, R Scott Hoerrner.   

Abstract

[reaction: see text] Chemoselective alcohol oxidations using catalytic TEMPO and stoichiometric iodine as the terminal oxidant were studied. Iodine was compared to other positive halogens as the terminal oxidant and shown to be superior in cases of electron-rich and heteroaromatic rings. The new conditions were successfully applied to an important intermediate (2) in the synthesis of Losartan.

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Year:  2003        PMID： 12556173     DOI： 10.1021/ol0272444

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


  3 in total

1.  The Overlooked Photochemistry of Iodine in Aqueous Suspensions of Fullerene Derivatives.

Authors:  Madhusudan Kamat; Kyle Moor; Gabrielle Langlois; Moshan Chen; Kimberly M Parker; Kristopher McNeill; Samuel D Snow
Journal:  ACS Nano       Date:  2022-05-09       Impact factor: 18.027

2.  Metal-free mechanochemical oxidations in Ertalyte® jars.

Authors:  Andrea Porcheddu; Francesco Delogu; Lidia De Luca; Claudia Fattuoni; Evelina Colacino
Journal:  Beilstein J Org Chem       Date:  2019-07-25       Impact factor: 2.883

3.  Anti-Biofilm Activity of a Long-Chain Fatty Aldehyde from Antarctic Pseudoalteromonas haloplanktis TAC125 against Staphylococcus epidermidis Biofilm.

Authors:  Angela Casillo; Rosanna Papa; Annarita Ricciardelli; Filomena Sannino; Marcello Ziaco; Marco Tilotta; Laura Selan; Gennaro Marino; Maria M Corsaro; Maria L Tutino; Marco Artini; Ermenegilda Parrilli
Journal:  Front Cell Infect Microbiol       Date:  2017-02-23       Impact factor: 5.293
  3 in total

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