An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione
1
Merck & Co., Inc., Department of Process Research, Merck Research Laboratories, Rahway, New Jersey 07065, U.S.A.
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Publication type: Journal Article
Publication date: 2008-09-13
scimago Q1
wos Q1
SJR: 0.865
CiteScore: 5.4
Impact factor: 3.5
ISSN: 10836160, 1520586X
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
A practical and efficient synthesis of 3-bromo-6-chloro-phenanthrene-9,10-dione was developed and demonstrated on a large scale. The synthetic approach involves six chemical steps and two isolations in 73% overall yield. The key transformations feature an anionic cyclization for generation of the phenanthrene ring, followed by sequential tribromination and hydrolysis for the incorporation of the bromo-diketone functionality.
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7
Total citations:
7
Citations from 2024:
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(14.29%)
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Limanto J. et al. An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione // Organic Process Research and Development. 2008. Vol. 12. No. 6. pp. 1269-1272.
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Limanto J., Dorner B. T., Hartner F. W., Tan L. An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione // Organic Process Research and Development. 2008. Vol. 12. No. 6. pp. 1269-1272.
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TY - JOUR
DO - 10.1021/op8001678
UR - https://doi.org/10.1021/op8001678
TI - An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione
T2 - Organic Process Research and Development
AU - Limanto, John
AU - Dorner, Benjamin T
AU - Hartner, Frederick W.
AU - Tan, Lushi
PY - 2008
DA - 2008/09/13
PB - American Chemical Society (ACS)
SP - 1269-1272
IS - 6
VL - 12
SN - 1083-6160
SN - 1520-586X
ER -
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BibTex (up to 50 authors)
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@article{2008_Limanto,
author = {John Limanto and Benjamin T Dorner and Frederick W. Hartner and Lushi Tan},
title = {An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione},
journal = {Organic Process Research and Development},
year = {2008},
volume = {12},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/op8001678},
number = {6},
pages = {1269--1272},
doi = {10.1021/op8001678}
}
Cite this
MLA
Copy
Limanto, John, et al. “An Efficient Approach to 3-Bromo-6-chloro-phenanthrene-9,10-dione.” Organic Process Research and Development, vol. 12, no. 6, Sep. 2008, pp. 1269-1272. https://doi.org/10.1021/op8001678.