Literature DB >> 25821901

Copper(II)-catalyzed direct dioxygenation of alkenes with air and N-hydroxyphthalimide: synthesis of β-keto-N-alkoxyphthalimides.

Raghunath Bag1, Dinabandhu Sar1, Tharmalingam Punniyamurthy1.   

Abstract

Copper(II)-catalyzed direct dioxygenation of alkenes using air and a simple N-hydroxyphthalimide leading to β-keto-N-alkoxyphthalimides has been developed. The reaction system is mild, efficient, and effective at room temperature with broad substrate scope and substantial steric hindrance. The radical-trapping and (18)O-labeling experiments have been demonstrated.

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Year:  2015        PMID: 25821901     DOI: 10.1021/acs.orglett.5b00770

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


  6 in total

1.  Strain-Promoted Oxidation of Methylenecyclopropane Derivatives using N-Hydroxyphthalimide and Molecular Oxygen in the Dark.

Authors:  T E Anderson; K A Woerpel
Journal:  Org Lett       Date:  2020-07-09       Impact factor: 6.005

2.  Cu(II)-Catalyzed Unsymmetrical Dioxidation of gem-Difluoroalkenes to Generate α,α-Difluorinated-α-phenoxyketones.

Authors:  Suvajit Koley; Kaylee T Cayton; Gisela A González-Montiel; M Ramu Yadav; Douglas L Orsi; Andrew J Intelli; Paul Ha-Yeon Cheong; Ryan A Altman
Journal:  J Org Chem       Date:  2022-08-01       Impact factor: 4.198

3.  Chemiluminescence-promoted oxidation of alkyl enol ethers by NHPI under mild conditions and in the dark.

Authors:  T E Anderson; Alexander A Andia; K A Woerpel
Journal:  Tetrahedron       Date:  2020-12-24       Impact factor: 2.457

4.  Synthesis of N-alkoxyphthalimide derivatives via PIDA-promoted cross dehydrogenative coupling reaction.

Authors:  Rongxiang Chen; Bing Liu; Wenbo Li; Kai-Kai Wang; Changqing Miao; Zhizhuang Li; Yingjie Lv; Lantao Liu
Journal:  RSC Adv       Date:  2021-02-19       Impact factor: 3.361

5.  A copper-catalyzed asymmetric oxime propargylation enables the synthesis of the gliovirin tetrahydro-1,2-oxazine core.

Authors:  Nicholas G W Cowper; Matthew J Hesse; Katie M Chan; Sarah E Reisman
Journal:  Chem Sci       Date:  2020-10-15       Impact factor: 9.825

6.  Hypervalent iodine compounds for anti-Markovnikov-type iodo-oxyimidation of vinylarenes.

Authors:  Igor B Krylov; Stanislav A Paveliev; Mikhail A Syroeshkin; Alexander A Korlyukov; Pavel V Dorovatovskii; Yan V Zubavichus; Gennady I Nikishin; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2018-08-16       Impact factor: 2.883

  6 in total

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