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From the same journal

Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process

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Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process. / Drouhin, Pauline; Hurst, Timothy E; Whitwood, Adrian C; Taylor, Richard J K.

In: Organic Letters, Vol. 16, No. 18, 18.09.2014, p. 4900-4903.

Research output: Contribution to journalArticlepeer-review

Harvard

Drouhin, P, Hurst, TE, Whitwood, AC & Taylor, RJK 2014, 'Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process', Organic Letters, vol. 16, no. 18, pp. 4900-4903. https://doi.org/10.1021/ol5024129

APA

Drouhin, P., Hurst, T. E., Whitwood, A. C., & Taylor, R. J. K. (2014). Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process. Organic Letters, 16(18), 4900-4903. https://doi.org/10.1021/ol5024129

Vancouver

Drouhin P, Hurst TE, Whitwood AC, Taylor RJK. Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process. Organic Letters. 2014 Sep 18;16(18):4900-4903. https://doi.org/10.1021/ol5024129

Author

Drouhin, Pauline ; Hurst, Timothy E ; Whitwood, Adrian C ; Taylor, Richard J K. / Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process. In: Organic Letters. 2014 ; Vol. 16, No. 18. pp. 4900-4903.

Bibtex - Download

@article{b751b0eb89684fe2b4f7408620211f20,
title = "Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process",
abstract = "A double C-H, Ar-H coupling process for the conversion of bis-anilides into spirocyclic bis-oxindoles, enabling the concomitant formation of two all-carbon quaternary centers at oxindole 3-positions in a diastereoselective manner, is described. The optimum cyclization conditions utilize stoichiometric Cu(OAc)2·H2O/KOtBu in DMF at 110 °C and have been applied to prepare a range of structurally diverse bis-spirooxindoles in fair to good yields (28-77%); the method has also been extended to prepare bis-oxindoles linked by a functionalized acyclic carbon chain.",
author = "Pauline Drouhin and Hurst, {Timothy E} and Whitwood, {Adrian C} and Taylor, {Richard J K}",
year = "2014",
month = sep,
day = "18",
doi = "10.1021/ol5024129",
language = "English",
volume = "16",
pages = "4900--4903",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "18",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Copper-Mediated Construction of Spirocyclic Bis-oxindoles via a Double C-H, Ar-H Coupling Process

AU - Drouhin, Pauline

AU - Hurst, Timothy E

AU - Whitwood, Adrian C

AU - Taylor, Richard J K

PY - 2014/9/18

Y1 - 2014/9/18

N2 - A double C-H, Ar-H coupling process for the conversion of bis-anilides into spirocyclic bis-oxindoles, enabling the concomitant formation of two all-carbon quaternary centers at oxindole 3-positions in a diastereoselective manner, is described. The optimum cyclization conditions utilize stoichiometric Cu(OAc)2·H2O/KOtBu in DMF at 110 °C and have been applied to prepare a range of structurally diverse bis-spirooxindoles in fair to good yields (28-77%); the method has also been extended to prepare bis-oxindoles linked by a functionalized acyclic carbon chain.

AB - A double C-H, Ar-H coupling process for the conversion of bis-anilides into spirocyclic bis-oxindoles, enabling the concomitant formation of two all-carbon quaternary centers at oxindole 3-positions in a diastereoselective manner, is described. The optimum cyclization conditions utilize stoichiometric Cu(OAc)2·H2O/KOtBu in DMF at 110 °C and have been applied to prepare a range of structurally diverse bis-spirooxindoles in fair to good yields (28-77%); the method has also been extended to prepare bis-oxindoles linked by a functionalized acyclic carbon chain.

U2 - 10.1021/ol5024129

DO - 10.1021/ol5024129

M3 - Article

C2 - 25198521

VL - 16

SP - 4900

EP - 4903

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 18

ER -