2696-22-2

Upstream product

• 689-97-4 3-buten-1-yne 
• 108-94-1 cyclohexanone 
• 593-60-2 Vinyl bromide 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 2768-02-7 (vinyl)trimethoxylsilane 
• 14763-72-5 3-buten-1-ynylmagnesium bromide 

Downstream Products

• 3698-21-3 4-(1-but-3-en-1-ynyl-cyclohexyl)-anisole 
• 100452-67-3 1-(4-dimethylamino-but-2-ynyl)-cyclohexanol 
• 23186-27-8 1-cyclohexylidene-4-methoxy-butan-2-one 
• 101431-01-0 4-(1-but-3-en-1-ynyl-cyclohexyl)-phenol 
• 4852-00-0 1-(but-3-en-1-yn-1-yl)cyclohex-1-ene 
• 88920-69-8 cyclohexyl-1 pentadiene-2,4 ol-1 
• 14906-28-6 1-Hydroperoxy-1--cyclohexan 
• 93727-53-8 1-(Buten-3-in-1-yl)-1-(4-hydroxy-3-methoxy-phenyl)-cyclohexan 
• 823784-50-5 1-(1-Hydroxy-cyclohexyl)-butadien-(1,3) 
• 5445-30-7 1-butyl-cyclohexanol 
• 93542-19-9 1-Cyclohexyl-4-(4-hydroxy-3-methoxy-phenyl)-butan 
• 93542-18-8 1-Butyl-1-(4-hydroxy-3-methoxy-phenyl)-cyclohexan 
• 94264-87-6 1-(Buten-3-in-1-yl)-1-(3,4-dimethoxy-phenyl)-cyclohexan 
• 93998-13-1 1-Cyclohexyliden-4-(3,4-dimethoxy-phenyl)-buten-⁽²⁾ 

Relevant academic research and scientific papers

Radical Carbonyl Propargylation by Dual Catalysis

Carbonyl propargylation has been established as a valuable tool in the realm of carbon–carbon bond forming reactions. The 1,3-enyne moiety has been recognized as an alternative pronucleophile in the above transformation through an ionic mechanism. Herein, we report for the first time, the radical carbonyl propargylation through dual chromium/photoredox catalysis. A library of valuable homopropargylic alcohols bearing all-carbon quaternary centers could be obtained by a catalytic radical three-component coupling of 1,3-enynes, aldehydes and suitable radical precursors (41 examples). This redox-neutral multi-component reaction occurs under very mild conditions and shows high functional group tolerance. Remarkably, bench-stable, non-toxic, and inexpensive CrCl3 could be employed as a chromium source. Preliminary mechanistic investigations suggest a radical-polar crossover mechanism, which offers a complementary and novel approach towards the preparation of valuable synthetic architectures from simple chemicals.

Direct N- and C-vinylation with trimethoxyvinylsilane

Treatment of nucleobases, nucleosides, 5-membered N-heterocycles and terminal alkynes with trimethoxyvinylsilane in the presence of copper(II) acetate-TBAF system as catalyst affords the vinylation products.

Concerted vs stepwise mechanisms in dehydro-Diels-Alder reactions

The Diels-Alder reaction is not limited to 1,3-dienes. Many cycloadditions of enynes and a smaller number of examples with 1,3-diynes have been reported. These "dehydro"-Diels-Alder cycloadditions are one class of dehydropericyclic reactions which have lo

SYNTHESIS OF TERTIARY ACETYLENIC ALCOHOLS AND THEIR ETHERS IN THE KOH-DMSO SYSTEM.

The authors developed a universal single-stage method of synthesis of acetylenic alcohol ethers, including allyl and propargyl. Conducting the synthesis in one preparative stage is due to the fact that etherification of acetylenic alcohol alcoholates by organyl halides takes place in the same apparatus without separation of the intermediate product, i. e. , the synthesis is actually reduced to successive treatment of ketone with acetylene (or vinylacetylene) and organyl halides. The yield of ethers is weakly dependent on the structure of the ketone and organyl halide radicals. In the case of propargyl chloride, the formation of dipropargyl ether is observed (yield of 5%), which indicates the possibility of partial hydrolysis of the halide.