volume 22 issue 27 pages 9348-9355

α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation

Publication typeJournal Article
Publication date2016-05-25
scimago Q1
wos Q2
SJR0.981
CiteScore6.7
Impact factor3.7
ISSN09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
An unprecedented KI/tert-butyl hydroperoxide promoted tandem Michael addition/oxidative annulation of allene-1,3-dicarboxylic esters and 1,3-dicarbonyl compounds has been developed. This procedure provides a new, facile, and transition-metal-free synthetic approach to afford polysubstituted furans in moderate to excellent yields (up to 93 %). This method first establishes a α,β-double electrophilic reaction mode of allene-1,3-dicarboxylic esters to form 1,3-dicarbonyl compounds.
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GOST |
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GOST Copy
Li H. et al. α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation // Chemistry - A European Journal. 2016. Vol. 22. No. 27. pp. 9348-9355.
GOST all authors (up to 50) Copy
Li H., Wang Yu., Sun P., Luo X., Shen Z., Deng W. α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation // Chemistry - A European Journal. 2016. Vol. 22. No. 27. pp. 9348-9355.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1002/chem.201600771
UR - https://doi.org/10.1002/chem.201600771
TI - α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation
T2 - Chemistry - A European Journal
AU - Li, Hong-Liang
AU - Wang, Yu
AU - Sun, Pei-Pei
AU - Luo, Xiao-yan
AU - Shen, Zhenlu
AU - Deng, Weiping
PY - 2016
DA - 2016/05/25
PB - Wiley
SP - 9348-9355
IS - 27
VL - 22
PMID - 27225634
SN - 0947-6539
SN - 1521-3765
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Li,
author = {Hong-Liang Li and Yu Wang and Pei-Pei Sun and Xiao-yan Luo and Zhenlu Shen and Weiping Deng},
title = {α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation},
journal = {Chemistry - A European Journal},
year = {2016},
volume = {22},
publisher = {Wiley},
month = {may},
url = {https://doi.org/10.1002/chem.201600771},
number = {27},
pages = {9348--9355},
doi = {10.1002/chem.201600771}
}
MLA
Cite this
MLA Copy
Li, Hong-Liang, et al. “α,β-Double Electrophilic Addition of Allene-1,3-Dicarboxylic Esters for the Construction of Polysubstituted Furans by KI/tert-Butyl Hydroperoxide (TBHP)-Promoted Oxidative Annulation.” Chemistry - A European Journal, vol. 22, no. 27, May. 2016, pp. 9348-9355. https://doi.org/10.1002/chem.201600771.