49571-45-1

Upstream product

• 868-84-8 S,S-dimethyl dithiocarbonate 
• 108-94-1 cyclohexanone 
• 68-12-2 N,N-dimethyl-formamide 
• 5188-07-8 sodium thiomethoxide 
• 74-93-1 methylthiol 
• 1680-73-5 2-chlorocyclohexene-1-carboxaldehyde 
• 77-78-1 dimethyl sulfate 
• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 

Downstream Products

• 1311381-84-6 2-(3,5-bis(trifluoromethyl)phenyl)-1-(2-(methylthio)cyclohex-1-enyl)prop-2-en-1-one 
• 135508-13-3 1-(cyclohex-1-en-1-yl)nonan-1-one 
• 1445591-01-4 (E)-1-(cyclohex-1-en-1-yl)-4,4-dimethylpent-2-en-1-one 
• 19282-45-2 ethyl 4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate 

Relevant academic research and scientific papers

Rhodium(III)-Catalyzed Aldehyde C?H Activation and Functionalization with Dioxazolones: An Entry to Imide Synthesis

A rhodium(III)-based catalytic system has been used to develop a C?H bond activation of benzaldehyde derivatives and subsequent functionalization with dioxazolones in order to afford imides. The importance of the nature of the directing group to perform selectively the aldehydic C?H bond activation has been highlighted. The scope investigation showed that this transformation could be applied to various dioxazolones and many benzaldehyde derivatives as well as an acrolein derivative. Derivatization reactions of the imide products demonstrated the synthetic utility of this rhodium-catalyzed aldehydic C?H amidation.

Divergence in Ynone Reactivity: Atypical Cyclization by 3,4-Difunctionalization versus Rare Bis(cyclization)

Functionalized ynones can be activated by Tf2C=CH2, which was generated in situ, to form zwitterionic species. These species were trapped in an intramolecular fashion by several nucleophiles to generate two major types of triflones in a divergent manner. Through fine-tuning of the reaction temperature, bis(triflyl)-6-membered- or (triflyl)-5-membered-fused-heterocycles were achieved in reasonable yields in a totally selective manner. In this way, bis(triflyl)flavones, bis(triflyl)thioflavones, bis(triflyl)selenoflavones, (triflyl)benzothienopyrans, (triflyl)benzoselenophenopyrans, (triflyl)vinyl aurones, and (triflyl)pyranoindoles were constructed. Conceivable mechanistic pathways were suggested on the basis of the isolation of several intermediates and the results from control experiments.

Construction of highly functionalized thiophene and benzo[b]thiophene derivatives via a sequence of propargyl–allenyl isomerization/cyclization/demethylation

An efficient one-pot protocol for the synthesis of functionalized thiophene and benzo[b]thiophene derivatives was developed via a sequence of propargyl–allenyl isomerization/cyclization/demethylation. As a result of the readily accessible starting materials, simple operation, and mild conditions, this reaction should have potential utility in organic synthesis.

Synthesis of novel β-aryl-β-(methylthio)acroleins via Vilsmeier-Haack protocol as potential 1,3-dielectrophilic three-carbon building blocks

A new general route for the synthesis of novel β-aryl-β- (methylthio)acroleins, a class of stable potential 1,3-dielectrophilic synthons, has been reported. The overall protocol involves treatment of either β-chloroacroleins or their precursor iminium salts (generated in situ from the corresponding active methylene ketones under Vilsmeier-Haack reaction conditions) with S,S-dimethyldithiocarbonates (DDC)/aqueous KOH in either a one-pot or two-step process. The dimethyldithiocarbonate (DDC)/30% aqueous KOH has been shown to be an excellent source of methylthiolate anion.

Rhodium-catalysed linear-selective alkyne hydroacylation

The use of the electron-rich diphosphine ligand, dcpe, allows the efficient and highly linear selective hydroacylative coupling of aldehydes, including aryl examples, with a range of alkynes.

Rhodium-catalyzed branched-selective alkyne hydroacylation: A ligand-controlled regioselectivity switch

It's all in the ligand: By choice of the appropriate diphosphine ligand a previously linear-selective alkyne hydroacylation process can be "switched" to be highly branched-selective (see scheme, l=linear, b=branched). Structural data for the ortho-iPr-dpp