Iridium-Catalyzed X−H Insertions of Sulfoxonium Ylides
1
Department of Process Research, Merck and Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065, USA.
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Publication type: Journal Article
Publication date: 2009-08-20
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
19618903
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The unique reactivity of sulfoxonium ylides as a carbene source is described for a variety of X-H bond insertions, taking advantage of a simple, commercially available iridium catalyst. This method has applications in both intra- and intermolecular reactivity, including a practical ring-expansion strategy for lactams. The safety and stability of sulfoxonium ylides recommend them as preferable surrogates to traditional diazo ketones and esters.
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170
Total citations:
170
Citations from 2025:
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(7.65%)
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GOST
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Mangion I. K. et al. Iridium-Catalyzed X−H Insertions of Sulfoxonium Ylides // Organic Letters. 2009. Vol. 11. No. 16. pp. 3566-3569.
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Mangion I. K. Iridium-Catalyzed X−H Insertions of Sulfoxonium Ylides // Organic Letters. 2009. Vol. 11. No. 16. pp. 3566-3569.
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RIS
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TY - JOUR
DO - 10.1021/ol901298p
UR - https://doi.org/10.1021/ol901298p
TI - Iridium-Catalyzed X−H Insertions of Sulfoxonium Ylides
T2 - Organic Letters
AU - Mangion, Ian K
PY - 2009
DA - 2009/08/20
PB - American Chemical Society (ACS)
SP - 3566-3569
IS - 16
VL - 11
PMID - 19618903
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2009_Mangion,
author = {Ian K Mangion},
title = {Iridium-Catalyzed X−H Insertions of Sulfoxonium Ylides},
journal = {Organic Letters},
year = {2009},
volume = {11},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol901298p},
number = {16},
pages = {3566--3569},
doi = {10.1021/ol901298p}
}
Cite this
MLA
Copy
Mangion, Ian K., et al. “Iridium-Catalyzed X−H Insertions of Sulfoxonium Ylides.” Organic Letters, vol. 11, no. 16, Aug. 2009, pp. 3566-3569. https://doi.org/10.1021/ol901298p.