Journal of the American Chemical Society, volume 134, issue 24, pages 9946-9949

Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles

Ethan L Fisher ¹

Sidney M Wilkerson Hill ¹

Richmond Sarpong ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Department of Chemistry, University of California, Berkeley, California 94720, United States |

Publication type: Journal Article

Publication date: 2012-06-06

American Chemical Society (ACS)

Journal: Journal of the American Chemical Society

SJR: 5.489

CiteScore: 24.4

Impact factor: 14.4

ISSN: 00027863, 15205126

DOI: 10.1021/ja3045647

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General Chemistry

Catalysis

Biochemistry

Colloid and Surface Chemistry

Abstract

A W(CO)(5)·THF-catalyzed cycloisomerization of bicyclo[4.1.0] substrates to afford mono C4-substituted 4,5-dihydro-benzo[b]furans and -indoles is reported. The title compounds are versatile intermediates that lead to a range of fused bicycles including the cores of various furan-, benzofuran-, and indole-containing natural products. In many cases, the functionalization of the dihydro-benzo[b]furans and -indoles is orthogonal to that of the corresponding benzofurans and indoles and, thus, offers complementary approaches for synthesis.

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Fisher E. L., Wilkerson Hill S. M., Sarpong R. Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles // Journal of the American Chemical Society. 2012. Vol. 134. No. 24. pp. 9946-9949.

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RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/ja3045647

UR - https://doi.org/10.1021/ja3045647

TI - Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles

T2 - Journal of the American Chemical Society

AU - Fisher, Ethan L

AU - Wilkerson Hill, Sidney M

AU - Sarpong, Richmond

PY - 2012

DA - 2012/06/06

PB - American Chemical Society (ACS)

SP - 9946-9949

IS - 24

VL - 134

SN - 0002-7863

SN - 1520-5126

ER -

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@article{2012_Fisher,

author = {Ethan L Fisher and Sidney M Wilkerson Hill and Richmond Sarpong},

title = {Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles},

journal = {Journal of the American Chemical Society},

year = {2012},

volume = {134},

publisher = {American Chemical Society (ACS)},

month = {jun},

url = {https://doi.org/10.1021/ja3045647},

number = {24},

pages = {9946--9949},

doi = {10.1021/ja3045647}

}

MLA

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MLA Copy

Fisher, Ethan L., et al. “Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles.” Journal of the American Chemical Society, vol. 134, no. 24, Jun. 2012, pp. 9946-9949. https://doi.org/10.1021/ja3045647.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Journal of the American Chemical Society

SJR

5.489

CiteScore

24.4

Impact factor

14.4

ISSN

00027863 (Print)

15205126 (Electronic)