ACS Catalysis, volume 7, issue 7, pages 4242-4247

Synthesis of Polysubstituted Polycyclic Aromatic Hydrocarbons by Gold-Catalyzed Cyclization–Oxidation of Alkylidenecyclopropane-Containing 1,5-Enynes

Liu Zhu Yu 1
尹维 Wei Yin 2
Min Shi 1, 2, 3
Publication typeJournal Article
Publication date2017-05-24
Journal: ACS Catalysis
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor12.9
ISSN21555435, 21555435
General Chemistry
Catalysis
Abstract
A gold-catalyzed tandem cyclization–oxidation of alkylidenecyclopropane-containing 1,5-enynes with 3,5-dibromo-pyridine N-oxide via a noncarbene model was developed, providing a range of synthetically valuable and useful arylacetaldehyde derivatives in moderate to good yields without oxidation of alkynes. Moreover, the corresponding aldehydes can be further transformed into polycyclic aromatic hydrocarbons in the presence of a catalytic amount of Lewis acid In(OTf)3. The reaction represents an example of gold-catalyzed halide-free Kornblum-type oxidation through the oxidation of the cyclopropane moiety.

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GOST Copy
Yu L. Z. et al. Synthesis of Polysubstituted Polycyclic Aromatic Hydrocarbons by Gold-Catalyzed Cyclization–Oxidation of Alkylidenecyclopropane-Containing 1,5-Enynes // ACS Catalysis. 2017. Vol. 7. No. 7. pp. 4242-4247.
GOST all authors (up to 50) Copy
Yu L. Z., Wei Yin 尹., Shi M. Synthesis of Polysubstituted Polycyclic Aromatic Hydrocarbons by Gold-Catalyzed Cyclization–Oxidation of Alkylidenecyclopropane-Containing 1,5-Enynes // ACS Catalysis. 2017. Vol. 7. No. 7. pp. 4242-4247.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acscatal.7b00784
UR - https://doi.org/10.1021/acscatal.7b00784
TI - Synthesis of Polysubstituted Polycyclic Aromatic Hydrocarbons by Gold-Catalyzed Cyclization–Oxidation of Alkylidenecyclopropane-Containing 1,5-Enynes
T2 - ACS Catalysis
AU - Yu, Liu Zhu
AU - Shi, Min
AU - Wei Yin, 尹维
PY - 2017
DA - 2017/05/24 00:00:00
PB - American Chemical Society (ACS)
SP - 4242-4247
IS - 7
VL - 7
SN - 2155-5435
SN - 2155-5435
ER -
BibTex |
Cite this
BibTex Copy
@article{2017_Yu,
author = {Liu Zhu Yu and Min Shi and 尹维 Wei Yin},
title = {Synthesis of Polysubstituted Polycyclic Aromatic Hydrocarbons by Gold-Catalyzed Cyclization–Oxidation of Alkylidenecyclopropane-Containing 1,5-Enynes},
journal = {ACS Catalysis},
year = {2017},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acscatal.7b00784},
number = {7},
pages = {4242--4247},
doi = {10.1021/acscatal.7b00784}
}
MLA
Cite this
MLA Copy
Yu., Liu Zhu, et al. “Synthesis of Polysubstituted Polycyclic Aromatic Hydrocarbons by Gold-Catalyzed Cyclization–Oxidation of Alkylidenecyclopropane-Containing 1,5-Enynes.” ACS Catalysis, vol. 7, no. 7, May. 2017, pp. 4242-4247. https://doi.org/10.1021/acscatal.7b00784.
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