21890-88-0

Upstream product

• 2094-72-6 1-Adamantanecarbonyl chloride 
• 100-66-3 methoxybenzene 
• 1598370-75-2 adamantan-1-ylzinc(II) chloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 768-90-1 1-Adamantyl bromide 
• 828-51-3 1-Adamantanecarboxylic acid 
• 70744-47-7 (p-methoxyphenyl)tri-n-butylstannane 

Downstream Products

• 1448522-41-5 adamantan-1-yl-(4-methoxyl-2-hydroxyphenyl)methanone 

Relevant academic research and scientific papers

1,3-Alkyl Transposition in Allylic Alcohols Enabled by Proton-Coupled Electron Transfer

A method is described for the isomerization of acyclic allylic alcohols into β-functionalized ketones via 1,3-alkyl transposition. This reaction proceeds via light-driven proton-coupled electron transfer (PCET) activation of the O?H bond in the allylic al

Electrochemical [4+2] Annulation-Rearrangement-Aromatization of Styrenes: Synthesis of Naphthalene Derivatives

We report the first electrochemical strategy to synthesize functionalized naphthalene derivatives through [4+2] annulation—rearrangement–aromatization from styrenes under mild conditions. The electrolysis does not require metals, oxidants and high valence substrates, indicating the atom and step-economy ideals. The dehydrodimer produced through [4+2] cycloaddition of 4-methoxy α-methyl styrene is isolated and proved to be the key intermediate for the following oxydehydrogenation to form carbon cation, which undergoes rearrangement–aromatization to afford the final products. This reaction represents a powerful access to construct multi-substituted naphthalene blocks in a single step.

Synthesis of substituted adamantylzinc reagents using a Mg-insertion in the presence of ZnCl2 and further functionalizations

The LiCl-mediated Mg-insertion in the presence of ZnCl2 allows an efficient synthesis of adamantylzinc reagents starting from the corresponding functionalized tertiary bromides. The highly reactive adamantylzinc species readily undergo a broad

Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 °C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheles

Highly selective catalytic Friedel-Crafts acylation and sulfonylation of activated aromatic compounds using indium metal

The Friedel-Crafts acylation of activated benzenes with various aromatic and aliphatic acid chlorides was studied in the presence of indium metal. The reaction was accomplished in high isolated yields under solvent or solvent-less conditions. The method is also applicable for preparing diaryl sulfones from aromatic compounds and aryl sulfonyl chlorides.

BEHAVIOR OF ADAMANTANECARBONYL CHLORIDES IN THE FRIEDEL-CRAFTS REACTION

The reaction of adamantanecarbonyl chlorides with anisole, thiophene, and bithiophene under Friedel-Crafts conditions leads to the formation of ketones.With benzene and toluene the acylation products are only formed with adamantanedicarboxylic acids.The r