74571-40-7

Upstream product

• 4316-35-2 acetophenone dimethyl acetal 
• 762-72-1 allyl-trimethyl-silane 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 536-74-3 phenylacetylene 
• 4743-74-2 2-phenylpent-4-en-2-ol 
• 74-88-4 methyl iodide 
• 106-95-6 allyl bromide 

Downstream Products

• 762273-26-7 (2-bromomethyl-1-methyl-cyclopropyl)-benzene 
• 18321-36-3 3-methyl-3-phenylbut-1-ene 
• 35496-06-1 trans-(1,2-dimethylcyclopropyl)benzene 
• 35496-06-1 trans-1,2-dimethyl-1-phenylcyclopropane 

Relevant academic research and scientific papers

A fluorinated cobalt(III) porphyrin complex for hydroalkoxylation of alkynes

A fluorinated cobalt(III) porphyrin complex [Co(TPFPP)-NTf2·2C2H5OH, where TPFPP=5,10,15,20-tetrakis(penta-fluorophenyl)porphyrin, Tf=CF3SO2] promotes hydroalkoxylation of alkynes to give acetals in good to excellent yields. The acetals can be directly functionalized with nucleophiles in a one-pot procedure.

Iron-catalyzed N-alkylation using π-activated ethers as electrophiles

A new method for the synthesis of diverse N-alkylation compounds was developed via an iron-catalyzed etheric Csp3-O cleavage with the C-N bond formation in the reaction of π-activated ethers with various nitrogen-based nucleophiles. In addition, the mechanism of this reaction was investigated. The Royal Society of Chemistry 2013.

Silicomolybdic acid supported on silica gel: An efficient catalyst for Hosomi-Sakurai reactions

Silicomolybdic acid that is supported on silica gel (50 wt %) efficiently catalyzes the high-yielding Hosomi-Sakurai allylation of carbonyl compounds by allyltrimethylsilane in the presence of benzyl alcohol. The reaction rates of inactive substrates and the yields were greatly increased when preformed acetals were used as substrates.

Unusual carbon-carbon bond formations between allylboronates and acetals or ketals catalyzed by a peculiar indium(I) lewis acid

InIOTf has been uncovered as an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals with allylboronates. A transmetalative SN1 mechanism is proposed in which a single InI center acts as a dual catalyst to activate both reagents sequentially. Contrary to the classic γ-selectivity of allylsilanes (Hosomi-Sakurai reaction), this InI-catalyzed borono variant displays distinct α-selectivity. Substrate scope and functional group tolerance proved to be excellent.

O-Benzenedisulfonimide as a reusable broonsted acid catalyst for hosomi-sakurai reactions

Various acetals or alcohols react with allyl(trimethyl)silane or 1-phenyl-2-(trimethylsilyl)acetylene in the presence of a catalytic amount of the Bronsted acid o-benzenedisulfonimide under mild conditions to give good yields of the corresponding products. The catalyst can be easily recovered and purified for use in further reactions, which has economic and ecological advantages. Georg Thieme Verlag Stuttgart.

Efficient Br?nsted acid catalyzed Hosomi-Sakurai reaction of acetals

Acetals react with allyltrimethylsilane in the presence of a catalytic amount of sulfonic acids to give the corresponding homoallylic ethers in high yields. The scope of the reaction is broad and both aromatic as well as aliphatic acetals can readily be u

Bismuth triflate catalyzed allylation of acetals: A simple and mild method for synthesis of homoallyl ethers

The allylation of acetals using allyltrimethylsilane is efficiently catalyzed by bismuth triflate (1.0 mol%). The reaction proceeds smoothly at room temperature to afford the corresponding homoallyl ether in good yield. The mild reaction conditions, the l

α-Methoxy-benzylmetals: Original synthesis and reactivity

Although 1-methoxy-1-methylseleno-toluene is efficiently metallated by KDA, the same compound as well as its higher homologues react with t-butyllithium producing 1-methoxy benzyllithiums via the C-Se bond cleavage. These species are efficiently alkylated by alkyl halides, even the secondary ones and react with THF in the presence of BF3-OEt2 to produce the homologated tetrahydropyran derivative in good yield.

TRIMETHYLSILYL TRIFLATE IN ORGANIC SYNTHESIS

Trimethylsilyl triflate is a powerful silylating agent for organic compounds and acts as a catalyst which accelerates a variety of nucleophilic reactions in aprotic media.The reactions proceed via one-center, electrophilic coordination of the silyl group to hetero functional groups and exhibit unique selectivities.

TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE AS A CATALYST OF THE REACTION OF ALLYLTRIMETHYLSILANE AND ACETALS

In the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate, allyltrimethylsilane reacts with acetals to give the corresponding homoallyl ethers in high yields.