Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation
Тип публикации: Journal Article
Дата публикации: 2009-10-06
scimago Q2
wos Q2
БС1
SJR: 0.6
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
19907787
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A convenient method is disclosed for the synthesis of both 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones from beta-ketoesters using a one-pot aryne acyl-alkylation/condensation procedure. When performed in conjunction with a one-step method for the synthesis of the beta-ketoester substrates, this method provides a new route to these polyaromatic structures in only two steps from commercially available carboxylic acid starting materials. The utility of this approach is demonstrated in the synthesis of the atropisomeric P,N-ligand, QUINAP.
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Allan K. M., Hong B. D., Stoltz B. M. Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation // Organic and Biomolecular Chemistry. 2009. Vol. 7. No. 23. p. 4960.
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Allan K. M., Hong B. D., Stoltz B. M. Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation // Organic and Biomolecular Chemistry. 2009. Vol. 7. No. 23. p. 4960.
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TY - JOUR
DO - 10.1039/b913336d
UR - https://doi.org/10.1039/b913336d
TI - Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation
T2 - Organic and Biomolecular Chemistry
AU - Allan, Kevin M
AU - Hong, Boram D
AU - Stoltz, Brian M.
PY - 2009
DA - 2009/10/06
PB - Royal Society of Chemistry (RSC)
SP - 4960
IS - 23
VL - 7
PMID - 19907787
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2009_Allan,
author = {Kevin M Allan and Boram D Hong and Brian M. Stoltz},
title = {Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation},
journal = {Organic and Biomolecular Chemistry},
year = {2009},
volume = {7},
publisher = {Royal Society of Chemistry (RSC)},
month = {oct},
url = {https://doi.org/10.1039/b913336d},
number = {23},
pages = {4960},
doi = {10.1039/b913336d}
}
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MLA
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Allan, Kevin M., et al. “Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones via one-pot aryne acyl-alkylation/condensation.” Organic and Biomolecular Chemistry, vol. 7, no. 23, Oct. 2009, p. 4960. https://doi.org/10.1039/b913336d.