An I-2-DMSO promoted remote difunctionalization reaction of anthranils is reported. This cross-coupling process realizes simultaneous N1-and C5-dicarbonylation of anthranils with a highly atom-and step-economy. The mechanism involves the copper-catalyzed N-O bond cleavage of anthranils and the construction of a new C-C and a C-N bond respectively. The transformation proceeds smoothly in gram-scale, and the product of the reaction could be transformed into other valuable heterocyclic structures. (c) 2022 Elsevier Ltd. All rights reserved.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Bax, Benjamin D.
Chan, Pan F.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Chan, Pan F.
Eggleston, Drake S.
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Eggleston, Drake S.
Fosberry, Andrew
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Fosberry, Andrew
Gentry, Daniel R.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Gentry, Daniel R.
Gorrec, Fabrice
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Gorrec, Fabrice
Giordano, Ilaria
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GlaxoSmithKline, Med Res Ctr, Antibacterial Discovery Performance Unit, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Giordano, Ilaria
Hann, Michael M.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Hann, Michael M.
Hennessy, Alan
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GlaxoSmithKline, Med Res Ctr, Antibacterial Discovery Performance Unit, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Hennessy, Alan
Hibbs, Martin
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Hibbs, Martin
Huang, Jianzhong
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Huang, Jianzhong
Jones, Emma
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Jones, Emma
Jones, Jo
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Jones, Jo
Brown, Kristin Koretke
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GlaxoSmithKline, Mol Discovery Res, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Brown, Kristin Koretke
Lewis, Ceri J.
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Lewis, Ceri J.
May, Earl W.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
May, Earl W.
Saunders, Martin R.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Saunders, Martin R.
Singh, Onkar
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Singh, Onkar
Spitzfaden, Claus E.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Spitzfaden, Claus E.
Shen, Carol
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Shen, Carol
Shillings, Anthony
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Shillings, Anthony
Theobald, Andrew J.
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Theobald, Andrew J.
Wohlkonig, Alexandre
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Wohlkonig, Alexandre
Pearson, Neil D.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Pearson, Neil D.
Gwynn, Michael N.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
Behenna, Douglas C.
Stockdill, Jennifer L.
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
Stockdill, Jennifer L.
Stoltz, Brian M.
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Bax, Benjamin D.
Chan, Pan F.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Chan, Pan F.
Eggleston, Drake S.
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Eggleston, Drake S.
Fosberry, Andrew
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Fosberry, Andrew
Gentry, Daniel R.
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Gentry, Daniel R.
Gorrec, Fabrice
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Gorrec, Fabrice
Giordano, Ilaria
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GlaxoSmithKline, Med Res Ctr, Antibacterial Discovery Performance Unit, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Giordano, Ilaria
Hann, Michael M.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Hann, Michael M.
Hennessy, Alan
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GlaxoSmithKline, Med Res Ctr, Antibacterial Discovery Performance Unit, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Hennessy, Alan
Hibbs, Martin
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Hibbs, Martin
Huang, Jianzhong
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Huang, Jianzhong
Jones, Emma
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Jones, Emma
Jones, Jo
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Jones, Jo
Brown, Kristin Koretke
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GlaxoSmithKline, Mol Discovery Res, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Brown, Kristin Koretke
Lewis, Ceri J.
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Lewis, Ceri J.
May, Earl W.
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h-index: 0
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
May, Earl W.
Saunders, Martin R.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Saunders, Martin R.
Singh, Onkar
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Singh, Onkar
Spitzfaden, Claus E.
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GlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Spitzfaden, Claus E.
Shen, Carol
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h-index: 0
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Shen, Carol
Shillings, Anthony
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h-index: 0
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Shillings, Anthony
Theobald, Andrew J.
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GlaxoSmithKline, Mol Discovery Res, Harlow CM19 5AW, Essex, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Theobald, Andrew J.
Wohlkonig, Alexandre
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GlaxoSmithKline, Med Res Ctr, Antibacterial Discovery Performance Unit, Stevenage SG1 2NY, Herts, EnglandGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Wohlkonig, Alexandre
Pearson, Neil D.
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h-index: 0
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
Pearson, Neil D.
Gwynn, Michael N.
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h-index: 0
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GlaxoSmithKline, Infect Dis Ctr Excellence Drug Discovery, Antibacterial Discovery Performance Unit, Collegeville, PA 19426 USAGlaxoSmithKline, Med Res Ctr, Mol Discovery Res, Stevenage SG1 2NY, Herts, England
机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
Behenna, Douglas C.
Stockdill, Jennifer L.
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h-index: 0
机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA
Stockdill, Jennifer L.
Stoltz, Brian M.
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h-index: 0
机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synth, Pasadena, CA 91125 USA