Journal of Organic Chemistry, volume 83, issue 8, pages 4657-4664

Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of 2-Acyl-3,4-dihydronaphthalenes

Yu Liu 1
Qiao-Lin Wang 1
Cong-Shan Zhou 1
Biquan Xiong 1
Pan Liang Zhang 1
Chang An Yang 1
Kewen Tang 1
Publication typeJournal Article
Publication date2018-03-27
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
A new FeCl2- and DTBP (di- tert-butyl peroxide)-promoted oxidative ring-opening and cyclization of methylenecyclopropanes with aldehydes for the synthesis of 2-acyl-3,4-dihydronaphthalenes is presented. This oxidative cyclization reaction proceeds via a radical addition, ring-opening, and cyclization sequence facilitated by a Lewis acid, and it offers a practical and straightforward route for the oxidative cyclization of methylenecyclopropanes with an aromatic carbon and a C(sp2)-H bond by simultaneously forming two new carbon-carbon bonds.

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GOST |
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GOST Copy
Liu Yu. et al. Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of 2-Acyl-3,4-dihydronaphthalenes // Journal of Organic Chemistry. 2018. Vol. 83. No. 8. pp. 4657-4664.
GOST all authors (up to 50) Copy
Liu Yu., Wang Q., Zhou C., Xiong B., Zhang P. L., Yang C. A., Tang K. Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of 2-Acyl-3,4-dihydronaphthalenes // Journal of Organic Chemistry. 2018. Vol. 83. No. 8. pp. 4657-4664.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.8b00427
UR - https://doi.org/10.1021/acs.joc.8b00427
TI - Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of 2-Acyl-3,4-dihydronaphthalenes
T2 - Journal of Organic Chemistry
AU - Wang, Qiao-Lin
AU - Zhou, Cong-Shan
AU - Zhang, Pan Liang
AU - Yang, Chang An
AU - Liu, Yu
AU - Xiong, Biquan
AU - Tang, Kewen
PY - 2018
DA - 2018/03/27 00:00:00
PB - American Chemical Society (ACS)
SP - 4657-4664
IS - 8
VL - 83
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex Copy
@article{2018_Liu,
author = {Qiao-Lin Wang and Cong-Shan Zhou and Pan Liang Zhang and Chang An Yang and Yu Liu and Biquan Xiong and Kewen Tang},
title = {Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of 2-Acyl-3,4-dihydronaphthalenes},
journal = {Journal of Organic Chemistry},
year = {2018},
volume = {83},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://doi.org/10.1021/acs.joc.8b00427},
number = {8},
pages = {4657--4664},
doi = {10.1021/acs.joc.8b00427}
}
MLA
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MLA Copy
Liu, Yu., et al. “Oxidative C–C Bond Functionalization of Methylenecyclopropanes with Aldehydes for the Formation of 2-Acyl-3,4-dihydronaphthalenes.” Journal of Organic Chemistry, vol. 83, no. 8, Mar. 2018, pp. 4657-4664. https://doi.org/10.1021/acs.joc.8b00427.
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