Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones
Publication type: Journal Article
Publication date: 2011-03-02
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
A new C—C bond forming reaction leading to adjacent quaternary carbons is reported. It is a one-pot hydride shift/cyclization process facilitated by the hydricity of the acetalic C—H bonds, with benzylidenemalonate fragments as electrophilic hydride acceptors, and the catalysis of scandium(III) triflate. The reaction products are 1,2-dihydroindane derivatives. Alkoxy and alkanethiolate groups can be also intramolecularly transferred from the acetalic carbon to the electrophilic benzylidenemalonate C=C bond.
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55
Total citations:
55
Citations from 2025:
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(5.45%)
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Alajarín M., Marín Luna M., Vidal A. Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones // Advanced Synthesis and Catalysis. 2011. Vol. 353. No. 4. pp. 557-562.
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Alajarín M., Marín Luna M., Vidal A. Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones // Advanced Synthesis and Catalysis. 2011. Vol. 353. No. 4. pp. 557-562.
Cite this
RIS
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TY - JOUR
DO - 10.1002/adsc.201000812
UR - https://doi.org/10.1002/adsc.201000812
TI - Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones
T2 - Advanced Synthesis and Catalysis
AU - Alajarín, M.
AU - Marín Luna, Marta
AU - Vidal, Angel
PY - 2011
DA - 2011/03/02
PB - Wiley
SP - 557-562
IS - 4
VL - 353
SN - 1615-4150
SN - 1615-4169
ER -
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@article{2011_Alajarín,
author = {M. Alajarín and Marta Marín Luna and Angel Vidal},
title = {Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones},
journal = {Advanced Synthesis and Catalysis},
year = {2011},
volume = {353},
publisher = {Wiley},
month = {mar},
url = {https://doi.org/10.1002/adsc.201000812},
number = {4},
pages = {557--562},
doi = {10.1002/adsc.201000812}
}
Cite this
MLA
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Alajarín, M., et al. “Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones.” Advanced Synthesis and Catalysis, vol. 353, no. 4, Mar. 2011, pp. 557-562. https://doi.org/10.1002/adsc.201000812.