Synthesis of a Versatile 1H-indene-3-carboxylate Scaffold Enabled by Visible-Light Promoted Wolff Rearrangement of 1-Diazonaphthalen-2(1H)-ones
Publication type: Journal Article
Publication date: 2023-04-26
scimago Q1
wos Q2
SJR: 1.037
CiteScore: 7.4
Impact factor: 4.2
ISSN: 13597345, 1364548X
PubMed ID:
37140082
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Abstract
Herein, we have developed a sequential visible-light-promoted Wolff rearrangement of 1-diazonaphthalen-2(1H)-ones, followed by capturing the in situ generated ketene intermediates with various alcohols, producing diverse 1H-indene-3-carboxylates in moderate to good yields under mild reaction conditions. The broad substrate scope, high functional group tolerance, and robust conditions make the resulting derivative a versatile platform for the synthesis of plenty of bioactive molecules.
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Yue X. et al. Synthesis of a Versatile 1H-indene-3-carboxylate Scaffold Enabled by Visible-Light Promoted Wolff Rearrangement of 1-Diazonaphthalen-2(1H)-ones // Chemical Communications. 2023. Vol. 59. No. 42. pp. 6363-6366.
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Yue X., Zhou Y., Zhang Y., Meng T., Zhao Y., Guo W. Synthesis of a Versatile 1H-indene-3-carboxylate Scaffold Enabled by Visible-Light Promoted Wolff Rearrangement of 1-Diazonaphthalen-2(1H)-ones // Chemical Communications. 2023. Vol. 59. No. 42. pp. 6363-6366.
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TY - JOUR
DO - 10.1039/d3cc01093g
UR - https://xlink.rsc.org/?DOI=D3CC01093G
TI - Synthesis of a Versatile 1H-indene-3-carboxylate Scaffold Enabled by Visible-Light Promoted Wolff Rearrangement of 1-Diazonaphthalen-2(1H)-ones
T2 - Chemical Communications
AU - Yue, Xin
AU - Zhou, Ying
AU - Zhang, Yan
AU - Meng, Tengfei
AU - Zhao, Yupei
AU - Guo, Wengang
PY - 2023
DA - 2023/04/26
PB - Royal Society of Chemistry (RSC)
SP - 6363-6366
IS - 42
VL - 59
PMID - 37140082
SN - 1359-7345
SN - 1364-548X
ER -
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@article{2023_Yue,
author = {Xin Yue and Ying Zhou and Yan Zhang and Tengfei Meng and Yupei Zhao and Wengang Guo},
title = {Synthesis of a Versatile 1H-indene-3-carboxylate Scaffold Enabled by Visible-Light Promoted Wolff Rearrangement of 1-Diazonaphthalen-2(1H)-ones},
journal = {Chemical Communications},
year = {2023},
volume = {59},
publisher = {Royal Society of Chemistry (RSC)},
month = {apr},
url = {https://xlink.rsc.org/?DOI=D3CC01093G},
number = {42},
pages = {6363--6366},
doi = {10.1039/d3cc01093g}
}
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Yue, Xin, et al. “Synthesis of a Versatile 1H-indene-3-carboxylate Scaffold Enabled by Visible-Light Promoted Wolff Rearrangement of 1-Diazonaphthalen-2(1H)-ones.” Chemical Communications, vol. 59, no. 42, Apr. 2023, pp. 6363-6366. https://xlink.rsc.org/?DOI=D3CC01093G.