Improved Negishi Cross-Coupling Reactions of an Organozinc Reagent Derived froml -Aspartic Acid with Monohalopyridines
Publication type: Journal Article
Publication date: 2013-10-31
scimago Q3
wos Q2
SJR: 0.362
CiteScore: 4.7
Impact factor: 2.4
ISSN: 0022152X, 19435193
Organic Chemistry
Abstract
The Negishi cross-coupling reaction of an organozinc derivative prepared from protected l-aspartic acid with monohalopyridines was improved by employing a combination catalyst of Pd2(dba)3 and P(2-furyl)3 and removing an extra Zn from the organozinc reagent via centrifugation. The reactivity of halogenated pyridines (Cl, Br, I) with substituents at the C2, C3, and C4 positions of the pyridine ring was investigated, and it was found that the use of 4-iodopyridine as a substrate gave the best yield (90%) for the cross-coupling reaction.
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Usuki T. et al. Improved Negishi Cross-Coupling Reactions of an Organozinc Reagent Derived froml-Aspartic Acid with Monohalopyridines // Journal of Heterocyclic Chemistry. 2013. Vol. 51. No. 1. pp. 269-273.
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Usuki T., Yanuma H., HAYASHI T., Yamada H., Suzuki N., Masuyama Y. Improved Negishi Cross-Coupling Reactions of an Organozinc Reagent Derived froml-Aspartic Acid with Monohalopyridines // Journal of Heterocyclic Chemistry. 2013. Vol. 51. No. 1. pp. 269-273.
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RIS
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TY - JOUR
DO - 10.1002/jhet.1807
UR - https://doi.org/10.1002/jhet.1807
TI - Improved Negishi Cross-Coupling Reactions of an Organozinc Reagent Derived froml-Aspartic Acid with Monohalopyridines
T2 - Journal of Heterocyclic Chemistry
AU - Usuki, Toyonobu
AU - Yanuma, Hiroto
AU - HAYASHI, Takahiro
AU - Yamada, Haruka
AU - Suzuki, Noriyuki
AU - Masuyama, Yoshiro
PY - 2013
DA - 2013/10/31
PB - Wiley
SP - 269-273
IS - 1
VL - 51
SN - 0022-152X
SN - 1943-5193
ER -
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BibTex (up to 50 authors)
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@article{2013_Usuki,
author = {Toyonobu Usuki and Hiroto Yanuma and Takahiro HAYASHI and Haruka Yamada and Noriyuki Suzuki and Yoshiro Masuyama},
title = {Improved Negishi Cross-Coupling Reactions of an Organozinc Reagent Derived froml-Aspartic Acid with Monohalopyridines},
journal = {Journal of Heterocyclic Chemistry},
year = {2013},
volume = {51},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/jhet.1807},
number = {1},
pages = {269--273},
doi = {10.1002/jhet.1807}
}
Cite this
MLA
Copy
Usuki, Toyonobu, et al. “Improved Negishi Cross-Coupling Reactions of an Organozinc Reagent Derived froml-Aspartic Acid with Monohalopyridines.” Journal of Heterocyclic Chemistry, vol. 51, no. 1, Oct. 2013, pp. 269-273. https://doi.org/10.1002/jhet.1807.