22174-60-3

Upstream product

• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 77-78-1 dimethyl sulfate 
• 3757-88-8 tributylstannylethynylbenzene 
• 534-15-6 1,1-dimethoxyethane 
• 591-50-4 iodobenzene 
• 67-56-1 methanol 
• 25295-64-1 1,1-dibromo-2-methyl-3-phenylcyclopropane 
• 74-88-4 methyl iodide 

Downstream Products

• 81435-46-3 1-Cyclohexyl-2-phenyl-penta-2,3-dien-1-ol 
• 251095-78-0 3-phenyl-1,2,5-hexatriene 
• 1334158-42-7 C₁₇H₁₈O 
• 34600-25-4 (3,4-Dimethyl-pent-4-en-1-ynyl)-benzene 
• 1441258-97-4 1-(3-azidobut-1-yn-1-yl)-benzene 
• 1612245-98-3 (E)-2-(1-(4-chlorophenyl)-3-methoxy-1-phenylbut-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Diastereoselective addition of alkynylstannanes to alpha stannyl substituted mixed acetals: Synthesis of precursors for allenyl carbinols

The regio- and stereoselective addition of alkynylstannanes to stannyl substituted mixed acetals results in propargylic ether derivatives in excellent yields.

Addition of arylboronic acids to arylpropargyl alcohols en route to indenes and quinolines

A regio- and stereoselective rhodium-catalyzed synthesis of trisubstituted allylic alcohols is described. The utility of these synthons is demonstrated in a convenient synthesis of indenes and quinolines.

Indium(i)-catalyzed alkyl-allyl coupling between ethers and an allylborane

An efficient method for alkyl-allyl cross-coupling between ethers and a 9-BBN-derived allylborane catalyzed by indium(i) triflate has been developed. The allylborane proved to be essential to obtain the desired products in high yields. The reaction displayed good substrate scope including high functional group tolerance. The Royal Society of Chemistry 2011.

Synthesis of dialkyl ethers from organotrifluoroborates and acetals

(Chemical Equation Presented) The formation of ethers by C-O bond formation under harsh basic or acidic conditions is an entrenched synthetic disconnection in organic chemistry. We report a strategic alternative that involves the BF3?OEt2

Reactions of gem-Dihalocyclopropanes with Nucleophilic Agents: Formation of Acetylene Derivatives and Reaction Mechanism

Heating of gem-dibromocyclopropanes with potassium hydroxide in alcohols yields cyclopropanone acetals and 2-propynyl ethers. The mechanism of formation of these compounds is discussed.