Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols
Xinxin Wu
1, 2, 3, 4, 5, 6
,
Chen Zhu
1, 2, 3, 4, 5, 6, 7
2
Key Laboratory of Organic Synthesis of Jiangsu province
3
College of Chemistry
4
Chemical Engineering and Materials Science
5
SooChow University
6
Suzhou
|
Publication type: Journal Article
Publication date: 2019-07-19
scimago Q1
wos Q2
SJR: 1.037
CiteScore: 7.4
Impact factor: 4.2
ISSN: 13597345, 1364548X
PubMed ID:
31347637
Materials Chemistry
Metals and Alloys
Surfaces, Coatings and Films
General Chemistry
Ceramics and Composites
Electronic, Optical and Magnetic Materials
Catalysis
Abstract
Direct functionalization of inert C(sp3)–C(sp3) and C(sp3)–H bonds represents one of the most valuable synthetic tactics, yet large obstacles remain in terms of reactivity and selectivity. Alkoxy radicals enable C–C bond scission via β-C elimination and C(sp3)–H bond cleavage through a hydrogen atom transfer (HAT) process, thus providing an efficient method to address these problems. In view of atom- and step-economy, the direct use of abundant alcohols as alkoxy radical precursors in radical transformations is of high synthetic value. This feature article summarizes our recent achievements in (a) C(sp3)–C(sp3) bond cleavage via ring-opening of cycloalkanols and (b) site-specific C(sp3)–H functionalization of unprotected aliphatic alcohols, along with the reconstruction of various new chemical bonds, e.g. C–halogen, C–C, C–N, C–S, and C–Se bonds.
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185
Total citations:
185
Citations from 2024:
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(25%)
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Wu X. et al. Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols // Chemical Communications. 2019. Vol. 55. No. 66. pp. 9747-9756.
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Wu X., Zhu C. Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols // Chemical Communications. 2019. Vol. 55. No. 66. pp. 9747-9756.
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TY - JOUR
DO - 10.1039/C9CC04785A
UR - https://xlink.rsc.org/?DOI=C9CC04785A
TI - Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols
T2 - Chemical Communications
AU - Wu, Xinxin
AU - Zhu, Chen
PY - 2019
DA - 2019/07/19
PB - Royal Society of Chemistry (RSC)
SP - 9747-9756
IS - 66
VL - 55
PMID - 31347637
SN - 1359-7345
SN - 1364-548X
ER -
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BibTex (up to 50 authors)
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@article{2019_Wu,
author = {Xinxin Wu and Chen Zhu},
title = {Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols},
journal = {Chemical Communications},
year = {2019},
volume = {55},
publisher = {Royal Society of Chemistry (RSC)},
month = {jul},
url = {https://xlink.rsc.org/?DOI=C9CC04785A},
number = {66},
pages = {9747--9756},
doi = {10.1039/C9CC04785A}
}
Cite this
MLA
Copy
Wu, Xinxin, et al. “Recent advances in alkoxy radical-promoted C–C and C–H bond functionalization starting from free alcohols.” Chemical Communications, vol. 55, no. 66, Jul. 2019, pp. 9747-9756. https://xlink.rsc.org/?DOI=C9CC04785A.
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