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The activation of CH bonds in arenes and heteroarenes has attracted considerable attention in recent years. Examples of the activation of two or more CH bonds in arenes or heteroarenes are rare. In recent studies it has been found that certain polynuclear metal carbonyl complexes, such as Re 2 (CO) 8 (μ-C 6 H 5 )(μ-H), 1 and Os 3 (CO) 10 (NCMe) 2 , can react two or more times with selected arenes and heteroarenes through a series of CH activations to yield interesting new multiply-CH activated arenes and heteroarenes and can lead to the opening of ring systems in the case of heteroarenes. A summary of these novel reactions and new products is presented in this Frontier article.
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Heterocyclic Surgery for Isotopic Labeling
Recent developments in the isotopic labeling of heteroarenes may prove to be useful in the realms of biomedical science, materials chemistry, and fundamental organic chemistry. The use of the age-old Zincke reaction, or tactical variants thereof, has become particularly utilitarian in effecting single-atom nitrogen replacement in various azines to generate their desired isotopologues. This chemistry can be synthetically leveraged at an early stage for diversity-oriented heterocyclic labeling of pharmaceuticals and/or natural products. Additionally, given the prevalence of saturated azacycles in biologically relevant molecules, access to these isotopologues becomes relevant through dearomative retrosynthetic analysis from the corresponding 15N-labeled heteroarenes.
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- Award ID(s):
- 2154662
- PAR ID:
- 10552030
- Publisher / Repository:
- Thieme
- Date Published:
- Journal Name:
- Synlett
- Volume:
- 2024
- Issue:
- 35
- ISSN:
- 0936-5214
- Page Range / eLocation ID:
- A–F
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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- Free Publicly Accessible Full Text
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Accepted Manuscript1.0
- Journal Article:
- https://doi.org/10.1055/s-0043-1775110
