190787-00-9

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 627-41-8 propargyl alcohol methyl ether 
• 34837-55-3 Phenylselenyl bromide 
• 2179-79-5 phenyl selenocyanate 
• 634196-63-7 2-(3-methoxyprop-1-yn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1237760-46-1 tetraethyl 5-methoxymethyl-6-phenylselanyl-benzene-1,2,3,4-tetracarboxylate 
• 1300859-42-0 (Z)-1-(phenylseleno)-2-(phenylthio)-3-methoxyprop-1-ene 
• 1300859-41-9 (Z)-1-(phenylseleno)-2-(4-methylphenylthio)-3-methoxylprop-1-ene 
• 1300859-43-1 C₁₆H₁₅ClOSSe 
• 854689-23-9 ((Z)-3-Methoxy-propenylselanyl)-benzene 

Relevant academic research and scientific papers

Copper-Silver Dual Catalyzed Decyanative C–Se Cross-Coupling

Traditionally, a metal-catalyzed cross-coupling reaction is governed by displacement of leaving groups such as halogens, tosylates, etc. by different nucleophiles leading to the formation of carbon-carbon and carbon-heteroatom bonds. Besides displacement of traditional leaving groups in coupling reactions decyanative cross-coupling has also received current attention. The objective of this work is to develop a decyanative cross-coupling through metal-assisted nucleophilic displacement, which is less explored so far. Thus, a decyanative cross-coupling of aryl selenocyanate with aryl-/alkylacetylenes, boronic acids and silanes has been accomplished by a copper-assisted nucleophilic displacement reaction for an easy access to a series of diaryl, aryl alkyl, aryl vinyl and aryl alkynyl selenides. The best yield of product was obtained using 5 mol% of Cu(OAc)2, Ag2CO3(20 mol%) and Cs2CO3(1 equiv.) at 100 °C for 8 h in N-methylpyrrolidinone (NMP). The advantages of simple operation, high yields and general applicability make this procedure more attractive. A mechanistic pathway has been proposed. Silver plays a key role in the decyanation process. A plausible mechanistic pathway of this decyanative carbon-selenium cross-coupling has been proposed based on UV, EPR, HR-MS and IR analytical data along with results obtained from control experiments. (Figure presented.).

Skeletal rearrangements of bicyclo[2.2.2]lactones: A short and efficient route towards Corey's lactone

The application of a unique tandem radical-initiated, Br?nsted acid-catalysed, skeletal rearrangement of bicyclo[2.2.2]lactones provides a novel route towards Corey's lactone 2. The strategy also features a high-pressure promoted inverse electron-demand Diels-Alder (IEDDA) reaction of 3-carbomethoxy-2-pyrone (3-CMP), which proceeds with complete regio- and diastereocontrol.