volume 46 issue 05 pages 613-620

An Efficient and Convenient Protocol for the Synthesis of 1,1-Difluoro-6-nitro-2,3-dihydro-1H-indene Derivatives

Dongfeng Zhang
Peng Li
Peng Li
Hai-Hong Huang
Publication typeJournal Article
Publication date2014-01-23
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
A convenient and efficient synthesis of gem-difluorinated compounds is reported. The synthetic route toward various 2-substituted and 3-substituted 1,1-difluoro-6-nitro-2,3-dihydro-1H-indene derivatives is described starting from commercially available indanone. The key gem-difluorination step is accomplished in good yield by treatment of in situ generated bromine fluoride (BrF) with a dithioketal. A plausible mechanism discussing the competition between substitution and elimination is provided to rationalize the outcome of the reactions of the 3-brominated compounds with different amines.
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GOST Copy
Zhang D. et al. An Efficient and Convenient Protocol for the Synthesis of 1,1-Difluoro-6-nitro-2,3-dihydro-1H-indene Derivatives // Synthesis. 2014. Vol. 46. No. 05. pp. 613-620.
GOST all authors (up to 50) Copy
Zhang D., Li P., Li P., Huang H. An Efficient and Convenient Protocol for the Synthesis of 1,1-Difluoro-6-nitro-2,3-dihydro-1H-indene Derivatives // Synthesis. 2014. Vol. 46. No. 05. pp. 613-620.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1055/s-0033-1340595
UR - https://doi.org/10.1055/s-0033-1340595
TI - An Efficient and Convenient Protocol for the Synthesis of 1,1-Difluoro-6-nitro-2,3-dihydro-1H-indene Derivatives
T2 - Synthesis
AU - Zhang, Dongfeng
AU - Li, Peng
AU - Li, Peng
AU - Huang, Hai-Hong
PY - 2014
DA - 2014/01/23
PB - Georg Thieme Verlag KG
SP - 613-620
IS - 05
VL - 46
SN - 0039-7881
SN - 1437-210X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Zhang,
author = {Dongfeng Zhang and Peng Li and Peng Li and Hai-Hong Huang},
title = {An Efficient and Convenient Protocol for the Synthesis of 1,1-Difluoro-6-nitro-2,3-dihydro-1H-indene Derivatives},
journal = {Synthesis},
year = {2014},
volume = {46},
publisher = {Georg Thieme Verlag KG},
month = {jan},
url = {https://doi.org/10.1055/s-0033-1340595},
number = {05},
pages = {613--620},
doi = {10.1055/s-0033-1340595}
}
MLA
Cite this
MLA Copy
Zhang, Dongfeng, et al. “An Efficient and Convenient Protocol for the Synthesis of 1,1-Difluoro-6-nitro-2,3-dihydro-1H-indene Derivatives.” Synthesis, vol. 46, no. 05, Jan. 2014, pp. 613-620. https://doi.org/10.1055/s-0033-1340595.