77542-10-0

Upstream product

• 32644-22-7 1-methyl-3-phenylallene 
• 98-80-6 phenylboronic acid 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 38384-57-5 1,2-diphenyl-3-hydroxybutan-1-one 
• 98-07-7 Benzotrichlorid 
• 93-55-0 1-phenyl-propan-1-one 
• 36854-57-6 2-Phenylbutyryl chloride 
• 98-88-4 benzoyl chloride 
• 20452-67-9 phenylethylketene 
• 16282-16-9 1,2-diphenyl-butan-1-one 

Downstream Products

• 154924-04-6 (E)-1,2-diphenylbut-2-en-1-ol 
• 77542-04-2 3-p-dimethylaminoethoxyphenyl-1,2-diphenylbutan-1-one 
• 77542-04-2 3-p-dimethylaminoethoxyphenyl-1,2-diphenylbutan-1-one 

Relevant academic research and scientific papers

Copper-catalyzed regio- and stereoselective intermolecular three-component oxyarylation of allenes

A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereoselectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.

1,2-Addition of α,α,α-trichlorotoluene to ketones via a Mg Barbier reaction in DMF: New route to cycloalk-1-en-1-yl and alk-1-en-1-yl phenyl ketones

The reductive cyclocondensation of α,α,α-trichlorotoluene to enolisable ketones enables the preparation of (cyclo)alken-1-en-1-yl phenyl ketones via the formation of an intermediate chlorooxirane. Copyright Taylor & Francis Group, LLC.

An expeditious synthesis of tamoxifen, a representative SERM (selective estrogen receptor modulator), via the three-component coupling reaction among aromatic aldehyde, cinnamyltrimethylsilane, and β-chlorophenetole

Two new synthetic pathways to the anti-cancer agent tamoxifen and its derivatives were developed. The first route involved the aldol reaction of benzyl phenyl ketone with acetaldehyde followed by Friedel-Crafts substitution with anisole in the presence of Cl2Si(OTf)2 to produce 1,1,2-triaryl-3-acetoxybutane, a precursor of the tamoxifen derivatives. The second one utilized the novel three-component coupling reaction among aromatic aldehydes, cinnamyltrimethylsilane, and aromatic nucleophiles using HfCl4 as a Lewis acid catalyst to produce 3,4,4-triarylbutene, that is also a valuable intermediate of the tamoxifen derivatives. The former strategy requires a total of 10 steps from the aldol formation to the final conversion to tamoxifen, whereas the latter needs only three or four steps to produce tamoxifen and droloxifene including the installation of the side-chain moiety and the base-induced double-bond migration to form the tetra-substituted olefin structure. This synthetic strategy seems to serve as a new and practical pathway to prepare not only the tamoxifen derivatives but also the other SERMs (selective estrogen receptor modulators) including estrogen-dependent breast cancer and osteoporosis agents.

Novel Synthesis of α,β-Unsaturated Ketones by the Palladium-Catalyzed Arylation of Ketenes with Aroyl Chlorides or the Decarbonylative Cross-Condensation of Acyl Halides

The reaction of alkylphenylketene with aroyl chlorides or the decarbonylative cross-condensation reaction of α-phenylacetyl chlorides with aroyl chlorides in the presence of triethylamine and a catalytic amount of a palladium complex gives α,β-unsaturated

PALLADIUM COMPLEX CATALYZED SYNTHESIS OF α,β-UNSATURATED KETONES FROM ALKYLPHENYLKETENE AND AROYL CHLORIDE

α,β-Unsaturated ketones were obtained from alkylphenylketene and aroyl chloride via decarbonylation reaction in the presence of catalytic amounts of tetrakis(triphenylphosphine) palladium.

DETERMINATION OF THE CONFIGURATION OF DIASTEREOMERIC ETHANE DERIVATIVES BY 1 H NMR AND 13 C NMR SPECTROSCOPY

The diastereomers of substituted ethane derivatives were synthesized and their configuration determined by 1 H NMR and 13 C NMR spectroscopy.