volume 85 issue 14 pages 9396-9404

Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents

Publication typeJournal Article
Publication date2020-06-11
scimago Q2
wos Q1
SJR0.737
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
A protocol for FeCl2-catalyzed oxidative decarbonylative α-alkylation of acyl furans using alkyl aldehydes as the alkylating agents has been developed. This protocol affords α-alkyl-α-acylfurans in moderate to good yields in a practical and sustainable fashion. Mechanistic studies suggest that the reaction proceeds via generation of an alkyl radical from the alkyl aldehyde, addition of the radical to the furan ring, and subsequent rearomatization.
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GOST Copy
Luo W. et al. Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents // Journal of Organic Chemistry. 2020. Vol. 85. No. 14. pp. 9396-9404.
GOST all authors (up to 50) Copy
Luo W., Yang Y., Bo L., Yin B. Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents // Journal of Organic Chemistry. 2020. Vol. 85. No. 14. pp. 9396-9404.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.0c01002
UR - https://doi.org/10.1021/acs.joc.0c01002
TI - Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents
T2 - Journal of Organic Chemistry
AU - Luo, Wenkun
AU - Yang, Yongjie
AU - Bo, Liu
AU - Yin, Biaolin
PY - 2020
DA - 2020/06/11
PB - American Chemical Society (ACS)
SP - 9396-9404
IS - 14
VL - 85
PMID - 32524818
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Luo,
author = {Wenkun Luo and Yongjie Yang and Liu Bo and Biaolin Yin},
title = {Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents},
journal = {Journal of Organic Chemistry},
year = {2020},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.joc.0c01002},
number = {14},
pages = {9396--9404},
doi = {10.1021/acs.joc.0c01002}
}
MLA
Cite this
MLA Copy
Luo, Wenkun, et al. “Iron-Catalyzed Oxidative Decarbonylative α-Alkylation of Acyl-Substituted Furans with Aliphatic Aldehydes as the Alkylating Agents.” Journal of Organic Chemistry, vol. 85, no. 14, Jun. 2020, pp. 9396-9404. https://doi.org/10.1021/acs.joc.0c01002.