17988-44-2

Usage

Uses

Used in Organic Synthesis:
1-(TRIMETHYLSILYLETHYNYL)CYCLOHEXENE is used as a key intermediate in the synthesis of various organic compounds for [application reason]. Its unique structure allows for a wide range of reactions and transformations, making it a valuable component in the field of synthetic chemistry.
Used in Pharmaceutical Industry:
1-(TRIMETHYLSILYLETHYNYL)CYCLOHEXENE is used as a building block in the development of new pharmaceutical compounds for [application reason]. Its versatility in chemical reactions enables the creation of novel drug candidates with potential therapeutic applications.
Used in Material Science:
1-(TRIMETHYLSILYLETHYNYL)CYCLOHEXENE is used as a component in the synthesis of advanced materials for [application reason]. Its incorporation into material structures can lead to improved properties such as enhanced stability, reactivity, or specific functional characteristics.
As with all chemicals, proper handling and disposal methods of 1-(TRIMETHYLSILYLETHYNYL)CYCLOHEXENE should be followed to minimize any potential safety risks.

InChI:InChI=1/C11H18Si/c1-12(2,3)10-9-11-7-5-4-6-8-11/h7H,4-6,8H2,1-3H3

Upstream product

• 931-49-7 1-ethenylcyclohexene 
• 16029-98-4 trimethylsilyl iodide 
• 75-89-8 2,2,2-trifluoroethanol 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 1066-54-2 trimethylsilylacetylene 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 36839-95-9 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonic acid cyclohex-1-enyl ester 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 108-94-1 cyclohexanone 
• 61795-12-8 1-(trifluoromethanesulfonyl)-1-cyclohexene 
• 75-77-4 chloro-trimethyl-silane 
• 17962-22-0 1-((trimethylsilyl)ethynyl)cyclohexanol 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 76911-01-8 5-hexynyl p-toluenesulfonate 

Downstream Products

• 79812-28-5 dimethyl 4-(1-cyclohexen-1-yl)-5-(trimethylsilyl)-3,6-pyridazinedicarboxylate 
• 68669-63-6 ((Z)-2-Cyclohex-1-enyl-but-1-enyl)-trimethyl-silane 
• 68669-64-7 ((E)-2-Cyclohex-1-enyl-but-1-enyl)-trimethyl-silane 
• 145117-30-2 (1R,2S)-2-Phenylsulfanyl-1-trimethylsilanylethynyl-cyclohexanol 
• 145117-29-9 (1R,2S)-2-Benzenesulfinyl-1-trimethylsilanylethynyl-cyclohexanol 
• 145117-26-6 (1R,2S)-2-Benzenesulfinyl-1-ethynyl-cyclohexanol 
• 1275466-92-6 methyl 1-acetyl-5-(cyclohex-1-enyl)-4-(trimethylsilyl)-1H-pyrrole-2-carboxylate 
• 1275466-93-7 methyl 1-acetyl-4-(cyclohex-1-enyl)-5-(trimethylsilyl)-1H-pyrrole-2-carboxylate 
• 1275467-01-0 methyl 1-acetyl-5-(cyclohex-1-enyl)-1H-pyrrole-2-carboxylate 
• 1346255-05-7 C₁₅H₂₈SiTe 
• 931-49-7 1-ethenylcyclohexene 

Relevant academic research and scientific papers

Metal-free cascade boron–heteroatom addition and alkylation with diazo compounds

Transition metal-catalyzed carbene transfer reaction is one of the most notable advances for C?C bond formation reactionsduring the past decade, which has been widely employed in the preparation of C3-substituted indoles. Here, we described an efficient e

Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation

A unique concept for the intermolecular denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes was discovered by using a catalytic amount of Fe(TPP)Cl and Zn dust. The reaction precludes the traditional, more favored click reaction between an organic azide and alkynes, and instead proceeds by an unprecedented metalloradical activation. The method is anticipated to advance access to the construction of important basic nitrogen heterocycles, which will in turn enable discoveries of new drug candidates.

Boron Trichloride-Mediated Synthesis of Indoles via the Aminoboration of Alkynes

We describe an efficient catalyst- and metal-free aminoboration of alkynes to 3-borylated indoles using one of the least expensive boron sources, BCl3. The major dichloro(indolyl)borane products can be used for the in situ construction of usefu

Gold-Catalyzed Intermolecular Ynamide Amination-Initiated Aza-Nazarov Cyclization: Access to Functionalized 2-Aminopyrroles

A novel gold-catalyzed intermolecular ynamide amination-initiated aza-Nazarov cyclization has been developed, allowing the facile and efficient synthesis of various 2-aminopyrroles in moderate to good yields. Furthermore, a mechanistic rationale for this

Titanium-Promoted Cross-Coupling for the Selective Synthesis of Polysubstituted, Conjugated Amides

α,β-Unsaturated amides are important building blocks and are key structural elements in a number of biologically active natural products. Despite their importance and prevalence, few methods exist to prepare conjugated amides directly and modularly. To address this gap, a titanium-promoted coupling of alkynes and isocyanates has been developed. The method is highly stereoselective, producing only the E isomer with good chemoselectivity and regioselectivity (>95/5), for unsymmetrical internal alkynes that contain a steric bias. The reactive titanacyclopentene intermediate formed from the coupling of the alkyne and isocyanate was additionally reacted with various electrophiles to access tetrasubstituted enamides.

Palladium-catalyzed difunctionalization of internal alkynes via highly regioselective 6- endo cyclization and alkenylation of enynoates: Synthesis of multisubstituted pyrones

An efficient Pd(II)-catalyzed difunctionalization reaction of internal alkynes is reported. In this reaction, various enynoates and electron-deficient alkenes were used for the syntheses of useful highly substituted pyrone derivatives via a 6-endo cycliza

Tandem catalytic C(sp3)-H amination/sila-sonogashira-hagihara coupling reactions with iodine reagents

A new tandem C-N and C-C bond-forming reaction has been achieved through RhII/Pd0 catalysis. The sequence first involves an iodine(III) oxidant, then the in situ generated iodine(I) by-product is used as a coupling partner. The overall process demonstrates the synthetic value of iodoarenes produced in trivalent iodine reagent mediated oxidations. I(003) is a double agent: A tandem C-N and C-C bond-forming reaction has been achieved through RhII/Pd0 catalysis. The sequence first involves an iodine(III) oxidant, then the in situ generated iodine(I) by-product is used as a coupling partner. The overall process affords complex building blocks with high yields, and demonstrates the synthetic value of iodoarenes produced in trivalent iodine reagent mediated oxidations.

1,2,3-Triazole: Unique ligand in promoting iron-catalyzed propargyl alcohol dehydration

A 1,2,3-traizole-promoted iron(III)-catalyzed propargyl alcohol dehydration was developed for the synthesis of conjugated enynes. The desired conjugated enynes were prepared in good to excellent yields (up to 95%) with a large substrate scope and excellen

The vinyl moiety as a handle for regiocontrol in the preparation of unsymmetrical 2,3-aliphatic-substituted indoles and pyrroles

Rho-Rho-Rho your boat: A rhodium catalyst effects the regioselective oxidative coupling of enynes with N-aryl ureas (X=NR2) and N-vinylacetamides (X=C(O)Me), affording the corresponding 2-alkenylindoles and 2-alkenylpyrroles in good yield. Simple hydrogenation delivers the C2/C3-aliphatic-substituted indole or pyrrole (see scheme).

Cp*Li as a base: application to palladium-catalyzed cross-coupling reaction of aryl-X or alkenyl-X (X=I, Br, OTf, ONf) with terminal acetylenes

The reaction of aryl-X or alkenyl-X (X=I, Br, OTf, ONf) with terminal acetylenes in the presence of a catalytic amount of Pd(OAc)2 provided the alkynylated products in good yields by using Cp*Li (Cp*=1,2,3,4,5-pentamethylcyclopentadienyl) as a base.