93273-60-0

Upstream product

• 93273-52-0 3-(m-methoxyphenyl)-2-phenyl-1-tosyloxypropane 
• 93300-81-3 β-(m-methoxyphenyl)-α-phenylpropionic acid 
• 766-85-8 3-methoxy-1-iodobenzene 
• 77130-15-5 2-phenylallyltrimethylsilane 
• 98-81-7 1-bromovinylbenzene 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 4382-80-3 1-phenylcyclopropyl 4-methylbenzenesulfonate 
• 10365-98-7 3-methoxyphenylboronic acid 
• 3360-54-1 3-bromo-2-phenylprop-1-ene 
• 3360-52-9 3-chloro-2-phenylprop-1-ene 
• 93273-50-8 methyl β-(m-methoxyphenyl)-α-phenylpropionate 
• 93273-51-9 3-(m-methoxyphenyl)-2-phenylpropan-1-ol 

Downstream Products

• 31378-03-7 1-phenyl-2-tosylethanone 
• 40240-72-0 (E)-1-(4-methoxyphenyl)-4-phenylbut-2-ene-1,4- dione 
• 1104732-64-0 (E)-1,5-diphenyl-2-tosylpent-4-en-1-one 
• 71899-75-7 2-hydroxy-2-phenylethyl 4-methylphenyl sulfone 
• 23128-65-6 2-bromo-1-phenyl-2-(toluene-4-sulfonyl)ethanone 

Relevant academic research and scientific papers

Boronic acid-mediated ring-opening and Ni-catalyzed arylation of 1-arylcyclopropyl tosylates

Herein, we describe a protocol for the ring-opening arylation of 1-arylcyclopropyl tosylates, in which boronic acids promote ring-opening and a Ni catalyst facilitates arylation in high regioselectivity. A number of 2-arylated allyl derivatives are synthesized, which are relevant motifs found in biologically active molecules.

Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis

A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.

Pd-catalyzed ligand-free Suzuki reaction of β-substituted allylic halides with arylboronic acids in water

The catalyst system consisting of Pd(TFA)2 and KOH allows for a wide range of β-substituted allylic halides to react efficiently with various arylboronic acids in neat water under ligand-free conditions, affording the allylated arenes in high yields with broad functional group tolerance and up to 7.4 × 105 TON and 15416 h-1 TOF.

Studies on Antifertility Agents: Part XLII - Synthesis and Antifertility Study of 6-Methoxy-3-phenyl-1-tetralin

LAH reduction of methyl β-(m-methoxyphenyl)-α-phenylpropionate (2) gives propanol 3 which after treatmeant with p-TsCl is reacted with KCN to yield the butyronitrile (5) and a mixture of isomeric propenes (6).Alkaline hydrolysis of 5 gives 7 which on cyclisation with PCl5-SnCl4 affords 6-methoxy-3-phenyl-1-tetralone (8).Reaction of Me2N(CH2)3MgCl with 8 furnishes the corresponding 1-substituted dihydronaphthalene (12).KBH4 reduction of 8 gives preferably 1,3-cis-tetralol (9a) as indicated by 13C-NMR and PMR data, NOE results and also by 13C-NMR data of its acetyl derivative (10). Condensation of 9a with PhOH-AlCl3 gives a mixture of products from which cis/trans-mixture of 1-(p-hydroxyphenyl) (13) and 1-(o-hydroxyphenyl) (14) derivatives and dialin (15) are obtained.Acetylation of 13 (a mixture of two isomers in 55:45 proportion as shown by GLC) and 14 with Ac2O-pyridine gives the corresponding acetoxy derivatives (16 and 17).Compound 13 on condensation with β-chloroethylpyrrolidine affords the title compound (18).In female albino rats, compound 18 does not prevent pregnancy at 10 mg/kg dose.As 18 is a mixture no inference can be had about the receptor site.