535924-69-7

Usage

Uses

Used in Organic Synthesis:
4-Tributylstannyl-3,6-dihydro-2H-pyran is used as a reagent for the functionalization of organic molecules. It is particularly useful in the preparation of vinyl stannanes, which can then be employed in cross-coupling reactions to form carbon-carbon bonds, a key step in the synthesis of complex organic molecules.
Used in Pharmaceutical Development:
4-Tributylstannyl-3,6-dihydro-2H-pyran is utilized in the synthesis of biologically active compounds and contributes to the development of pharmaceuticals. Its role in creating new drug candidates is significant, as it can be a part of the process to discover and create novel therapeutic agents.
Used in Chemical Research:
4-Tributylstannyl-3,6-dihydro-2H-pyran is also used in chemical research to explore new reaction pathways and mechanisms, furthering the understanding of organometallic chemistry and its applications.
However, it is important to note that the use of 4-Tributylstannyl-3,6-dihydro-2H-pyran has declined in recent years due to concerns about the environmental and health impacts of organotin compounds. As a result, researchers and industries are seeking alternative, less harmful compounds for similar applications.

Upstream product

• 29943-42-8 Tetrahydro-4H-pyran-4-one 

Downstream Products

• 208465-06-9 C₂₄H₂₆N₂O₂ 
• 1174765-16-2 3-[4-(3,6-dihydro-2H-pyran-4-yl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl]phenol 
• 1174766-18-7 tert-butyl 4-(4-(3,6-dihydro-2H-pyran-4-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenylcarbamate 
• 1202041-81-3 4-(2,4-dichlorophenyl)-2-(3,6-dihydro-2H-pyran-4-yl)-5-(4H-1,2,4-triazol-3-yl)thiophene-3-carbonitrile 
• 1421357-83-6 (S)-(2-methoxy-5-(4-(3-methylmorpholine)-2-(tetrahydro-2H-pyran-4-yl)pyrido[2,3-d]pyrimidin-7-yl)phenyl)methanol 
• 1421357-84-7 (S)-(5-(2-(3,6-dihydro-2H-pyran-4-yl)-4-(3-methylmorpholinyl)pyrido[2,3-d]pyrimidine-7-yl)2-methoxyphenyl)methanol 
• 1417617-59-4 4-(4-methyl-3-nitrophenyl)-3,6-dihydro-2H-pyran 
• 1250868-62-2 8-[6-(3,6-dihydro-2H-pyran-4-yl)-2-(4-nitrophenyl)pyrimidin-4-yl]-3-oxa-8-azabicyclo[3.2.1]octane 
• 1197164-56-9 8-(4-(3,6-dihydro-2H-pyran-4-yl)-6-(4-nitrophenyl)-1,3,5-triazin-2-yl)-3-oxa-8-azabicyclo[3.2.1]octane 

Relevant academic research and scientific papers

Flow Photo-Nazarov Reactions of 2-Furyl Vinyl Ketones: Cyclizing a Class of Traditionally Unreactive Heteroaromatic Enones

Nazarov reactions of 2-furyl vinyl ketones and related heteroaromatic enones, to produce furan-fused cyclopentanones using a flow photochemical approach, are described. Compounds possessing this connectivity between heterocycle and ketone (2-furyl, 2-benzofuryl, 2-thiophene-yl, and 2-benzothiophene-yl) have traditionally proven difficult or impossible to cyclize with typical Br?nsted and Lewis acid mediated methods. Using mild flow photochemistry conditions and acetic acid (AcOH) or hexafluoroisopropanol (HFIP) as solvent, these compounds were found to cyclize in 45-97% yields, with typical UV exposure times of 3.4-6.8 min. In all cases, 2-furyl and 2-thiophene-yl enones cyclized, whereas 2-benzofuryl and 2-benzothiophene-yl enones exhibited divergent properties with reactivity patterns tied to the identity of the vinyl group. This report discloses the first photo-Nazarov reactions of tetrahydropyridine-substituted 2-furyl ketones, providing a direct approach to the corresponding fused heterocyclic motifs built around a central cyclopentanone. These motifs constitute the core structures of biologically active natural products, including the marine alkaloid nakadomarin A.