The DOI matches its Crossref record; 18 of the 18 references it cites were found in a registry or an index.
Selective Fluoroalkylations with Fluorinated Sulfones, Sulfoxides, and Sulfides
Abstract
Efficient fluoroalkylations have been proven to be a highly useful strategy for the synthesis of bioactive fluorine-containing compounds and other materials. The design and use of a single category of reagents for multiple synthetic goals are much more attractive to preparative organic chemists. In this Account, we show how we have succeeded in the nucleophilic trifluoromethylation, difluoromethylation, difluoromethylenation, (phenylsulfonyl)difluoromethylation, (phenylthio)difluoromethylation, and monofluoromethylation as well as radical (phenylsulfonyl)difluoromethylation and electrophilic difluoromethylation by using fluorinated sulfones, sulfoxides, sulfides, or fluorinated sulfonium salts. The chemistry not only provides practically powerful synthetic methods, but the molecular design concept that we have developed may also be adopted to tackle other related chemical problems.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications
Kirsch, P. (2004) · Wiley eBooks · doi:10.1002/352760393x · Cited by 1,841
Organofluorine Chemistry: Principles and Commercial Applications
(1994) · doi:10.1007/978-1-4899-1202-2 · Cited by 1,691
(2006) · Wiley eBooks · doi:10.1002/9780470988589 · Cited by 1,189
Chambers, R. D. (2004) · Wiley eBooks · doi:10.1002/9781444305371 · Cited by 1,085
Perfluoroalkylation with Organosilicon Reagents
Prakash, G. K. S., & Yudin, A. K. (1997) · Chemical Reviews · doi:10.1021/cr9408991 · Cited by 1,027
Self-citationOrganofluorine Compounds: Chemistry and Applications
Hiyama, T. (2000) · Springer eBooks · doi:10.1007/978-3-662-04164-2 · Cited by 950
Prakash, G. K. S., Krishnamurti, R., & Olah, G. A. (1989) · Journal of the American Chemical Society · doi:10.1021/ja00183a073 · Cited by 537
Self-citationDie ersten CF3-substituierten organyl(chlor)silane
Ruppert, I., Schlich, K., & Volbach, W. (1984) · Tetrahedron Letters · doi:10.1016/s0040-4039(01)80208-2 · Cited by 431
Singh, R. P., & Shreeve, J. M. (2000) · Tetrahedron · doi:10.1016/s0040-4020(00)00550-0 · Cited by 413
THAYER, A. M. (2006) · Chemical & Engineering News Archive · doi:10.1021/cen-v084n033.p015 · Cited by 342
Cited by
The Many Roles for Fluorine in Medicinal Chemistry
Hagmann, W. K. (2008) · Journal of Medicinal Chemistry · doi:10.1021/jm800219f · Cited by 3,578
Recent advances in enantioselective trifluoromethylation reactions
Shibata, N., Mizuta, S., & Kawai, H. (2008) · Tetrahedron: Asymmetry · doi:10.1016/j.tetasy.2008.11.011 · Cited by 347
Recent advances in photoinduced trifluoromethylation and difluoroalkylation
Pan, X., Xia, H., & Wu, J. (2016) · Organic Chemistry Frontiers · doi:10.1039/c6qo00153j · Cited by 283
Desulfonylation via Radical Process: Recent Developments in Organic Synthesis
Chu, X.-Q., Ge, D., Cui, Y.-Y., Shen, Z.-L., & Li, C.-J. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00084 · Cited by 259
Metadata
- Authors
- Prakash, G. K. S., & Hu, J.
- Venue
- Accounts of Chemical Research
- Publisher
- American Chemical Society (ACS)
- Published
- 2007-08-21
- Volume
- 40
- Issue
- 10
- Pages
- 921-930
- ISSN
- 0001-4842 (ISSN-L)
- 1520-4898
- OpenAlex
- W1968863974
- Cited by
- 383
- References
- 18
- FWCI
- 13.97
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.