-Carbonyl Sulfoxonium Ylides in Transition Metal Catalyzed C-H Activation: A Safe Carbene Precursor and A Weak Directing Group
Publication type: Journal Article
Publication date: 2023-01-01
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
36562262
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Transition metal-catalyzed cross-coupling of sp2 C–H bonds with diazo compounds via carbene migratory insertion represents an efficient strategy for the construction of C–C and C–heteroatom bonds in organic synthesis. Despite the popularity of diazo compounds as coupling partners in C–H activation, they pose serious safety and stability issues due to potential exothermic reactions linked with the release of N2 gas. However, compared with diazo compounds, sulfoxonium ylides are generally crystalline solids, more stable, widely used in industrial scales, and easier/safer to prepare. Therefore, recent years have witnessed an upsurge in employing α-carbonyl sulfoxonium ylides as an alternative carbene surrogate in transition metal-catalyzed C–H activation. Unlike diazo compounds, α-carbonyl sulfoxonium ylides contain inherent potential to serve as a coupling partner as well as a weak directing group. This review will summarize the progress made in both categories of reactions.
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Total citations:
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Citations from 2024:
22
(73.34%)
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SINGH A., Kumar S., Volla C. M. R. -Carbonyl Sulfoxonium Ylides in Transition Metal Catalyzed C-H Activation: A Safe Carbene Precursor and A Weak Directing Group // Organic and Biomolecular Chemistry. 2023. Vol. 21. No. 5. pp. 879-909.
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SINGH A., Kumar S., Volla C. M. R. -Carbonyl Sulfoxonium Ylides in Transition Metal Catalyzed C-H Activation: A Safe Carbene Precursor and A Weak Directing Group // Organic and Biomolecular Chemistry. 2023. Vol. 21. No. 5. pp. 879-909.
Cite this
RIS
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TY - JOUR
DO - 10.1039/d2ob01835g
UR - https://xlink.rsc.org/?DOI=D2OB01835G
TI - -Carbonyl Sulfoxonium Ylides in Transition Metal Catalyzed C-H Activation: A Safe Carbene Precursor and A Weak Directing Group
T2 - Organic and Biomolecular Chemistry
AU - SINGH, ANURAG
AU - Kumar, Shreemoyee
AU - Volla, Chandra M. R.
PY - 2023
DA - 2023/01/01
PB - Royal Society of Chemistry (RSC)
SP - 879-909
IS - 5
VL - 21
PMID - 36562262
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2023_SINGH,
author = {ANURAG SINGH and Shreemoyee Kumar and Chandra M. R. Volla},
title = {-Carbonyl Sulfoxonium Ylides in Transition Metal Catalyzed C-H Activation: A Safe Carbene Precursor and A Weak Directing Group},
journal = {Organic and Biomolecular Chemistry},
year = {2023},
volume = {21},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://xlink.rsc.org/?DOI=D2OB01835G},
number = {5},
pages = {879--909},
doi = {10.1039/d2ob01835g}
}
Cite this
MLA
Copy
SINGH, ANURAG, et al. “-Carbonyl Sulfoxonium Ylides in Transition Metal Catalyzed C-H Activation: A Safe Carbene Precursor and A Weak Directing Group.” Organic and Biomolecular Chemistry, vol. 21, no. 5, Jan. 2023, pp. 879-909. https://xlink.rsc.org/?DOI=D2OB01835G.
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