Articles with "skeletal editing" as a keyword



Skeletal Editing Strategies Driven by Total Synthesis.

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Published in 2025 at "Accounts of chemical research"

DOI: 10.1021/acs.accounts.5c00174

Abstract: ConspectusSingle-atom skeletal editing strategies that precisely modify the core frameworks of molecules have the potential to streamline and accelerate organic synthesis by enabling conceptually simple, but otherwise synthetically challenging, retrosynthetic disconnections. In contrast to broader… read more here.

Keywords: total synthesis; logic; synthesis; single atom ... See more keywords

Construction of Benzothiophene-Fused 1,2,4-Triazocines via a Skeletal Editing Strategy and DFT Study on the Reaction Mechanism.

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Published in 2025 at "Organic letters"

DOI: 10.1021/acs.orglett.5c03157

Abstract: A series of benzothiophene-fused 1,2,4-triazocines were successfully synthesized through a one-pot skeletal editing strategy. The synthesis commenced with a [4 + 3] cycloaddition reaction to afford a benzothiophene-fused 1,2,4-triazepane intermediate. Subsequently, the target benzothiophene-fused 1,2,4-triazocane… read more here.

Keywords: editing strategy; benzothiophene fused; fused triazocines; skeletal editing ... See more keywords

Single-Atom Skeletal Editing for One-Step Construction of 1,2,3-Triazine N-Oxide from Pyrimidine via C to N→O Transmutation.

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Published in 2025 at "Organic letters"

DOI: 10.1021/acs.orglett.5c04195

Abstract: Single-atom skeletal editing, which focuses on the precise reconstruction of core frameworks in complex molecules, is of profound significance to synthetic chemistry. While previous studies have primarily focused on the deletion, insertion, or mutual transformation… read more here.

Keywords: triazine oxide; triazine; single atom; skeletal editing ... See more keywords

Nickel-Catalyzed Quinoline Synthesis through Skeletal Editing Strategy Using Calcium Carbide as an Inorganic C2 Source.

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Published in 2025 at "Organic letters"

DOI: 10.1021/acs.orglett.5c04445

Abstract: Benzo[c]isoxazoles serve as versatile precursors for the skeletal editing of heterocyclic frameworks, wherein calcium carbide, as an inorganic C2 source, participates in C-O/N-O bond cleavage and concurrent C-C/C-N bond formation through molecular surgery. Diverse 3-substituted… read more here.

Keywords: inorganic source; carbide inorganic; carbide; calcium carbide ... See more keywords

Skeletal Editing of Energetic Materials: Acid-Catalyzed One-Step Synthesis of Bridged Triazoles as High-Energy-Density Materials via the Nef Reaction.

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Published in 2024 at "ACS applied materials & interfaces"

DOI: 10.1021/acsami.4c16858

Abstract: Thermally stable insensitive energetic materials have captivated significant attention from the global research community due to their potential impact. In this study, a series of symmetric and asymmetric nitromethyl-bridged triazole compounds were synthesized from pyrimidine… read more here.

Keywords: spectroscopy; energetic materials; step; acid catalyzed ... See more keywords

Skeletal Editing Approach to Bridge-Functionalized Bicyclo[1.1.1]pentanes from Azabicyclo[2.1.1]hexanes.

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Published in 2023 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.3c02616

Abstract: Azabicyclo[2.1.1]hexanes (aza-BCHs) and bicyclo[1.1.1]pentanes (BCPs) have emerged as attractive classes of sp3-rich cores for replacing flat, aromatic groups with metabolically resistant, three-dimensional frameworks in drug scaffolds. Strategies to directly convert, or "scaffold hop", between these… read more here.

Keywords: bicyclo pentanes; skeletal editing; approach bridge; azabicyclo hexanes ... See more keywords

Skeletal editing of pyridines through atom-pair swap from CN to CC

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Published in 2024 at "Nature Chemistry"

DOI: 10.1038/s41557-023-01428-2

Abstract: Skeletal editing is a straightforward synthetic strategy for precise substitution or rearrangement of atoms in core ring structures of complex molecules; it enables quick diversification of compounds that is not possible by applying peripheral editing… read more here.

Keywords: pair swap; pyridines atom; skeletal editing; diversification ... See more keywords

Recent Advances in the Dearomative Skeletal Editing of Mono-azaarenes

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Published in 2022 at "Synthesis"

DOI: 10.1055/a-2013-9885

Abstract: Despite challenging, skeletal editing of mono-azaarens (pyridines, quinolines and isoquinolines) has shown peerless synthetic charm in the construction of complex molecules that are difficult to access by conventional methods. In this short review, we summarize… read more here.

Keywords: skeletal editing; mono azaarenes; editing mono; recent advances ... See more keywords

Photoinduced Core Skeletal Editing: Streamlined Strategies for the Synthesis of Diverse Cyclic Scaffolds

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Published in 2025 at "Synlett"

DOI: 10.1055/a-2640-2657

Abstract: Skeletal editing is a novel approach for the synthesis of diverse molecular scaffolds that is currently under investigation in the field of drug discovery and modern synthetic chemistry. With the rise of photochemistry, recent years… read more here.

Keywords: photoinduced core; editing streamlined; synthesis diverse; skeletal editing ... See more keywords