104846-93-7

Upstream product

• 31689-39-1 3-Isopropylcyclohexa-1,4-diene-3-carboxylic acid 
• 292638-85-8 acrylic acid methyl ester 
• 19099-54-8 2-isopropyliodobenzene 

Downstream Products

• 104846-97-1 C₁₄H₂₀O₂ 
• 365554-38-7 1-diazo-4-(2-isopropylphenyl)butan-2-one 
• 365555-13-1 3-(2-isopropylphenyl)propanoic acid 
• 365554-36-5 3-(2-isopropylphenyl)propanoyl chloride 

Relevant academic research and scientific papers

Mizoroki-Heck reactions of methyl acrylate in presence of a palladated rasta resin

Mizoroki-Heck cross-couplings of aryl halides in the presence of a palladium catalyst supported on a rasta resin bearing diphenylphosphanyl ligands are reported. In particular, we show that tiny amounts of soluble palladium species leached from the polymeric support catalyze the reaction. A one-pot two steps preparation of alkenes from aryl bromides using a Finkelstein halogen exchange reaction is also described.

Synthesis of Highly Substituted Arenes via Cyclohexadiene-Alkene C-H Cross Coupling and Aromatization

The development of a cross-coupling method for the regioselective β-alkenylation of 2,5-cyclohexadiene carboxylic acid derivatives to form ortho-alkenylarenes through in situ decarboxylation and aromatization is described. The carboxylic acid functionality is used as a traceless directing group for efficient and mild β-alkenylation. The modular sequence comprises a reductive Birch α-alkylation, ionic ?-alkylation followed by a Pd-catalyzed decarboxylative β-alkenylation with subsequent aromatization resulting in an overall three-fold ipso-para-ortho functionalization of readily accessed benzoic acid derivatives. Efficient synthesis of various alkyl-alkenylarenes under mild conditions in moderate to excellent yields is presented.

Rapid Access to Ortho-Alkylated Vinylarenes from Aromatic Acids by Dearomatization and Tandem Decarboxylative C-H Olefination/Rearomatization

A two-step straightforward method for the preparation of ortho-alkylated vinylarenes from readily available benzoic acids is described. The synthetic route involves the dearomatization of benzoic acids by Birch reduction providing alkylated cyclohexa-2,5-dienyl-1-carboxylic acids. The diene subsequently undergoes a decarboxylative C-H olefination followed by rearomatization to deliver ortho-alkylated vinylarene. Mechanistic studies suggest that a Pd/Ag bimetallic catalytic system is important in the tandem decarboxylative C-H olefination/rearomatization step.

A bifunctional palladated rasta resin for Mizoroki-Heck reactions

Bifunctional palladated rasta resins 2b and 2c bearing both phosphino and basic amino groups have been successfully used for Mizoroki-Heck reactions between aryl iodides and alkenes without adding a soluble base. We have also shown that 2c can be easily regenerated after reaction and reused. To the best of our knowledge, this work represents the first use of a bifunctional palladated polymer for a CC bond forming reaction.

Structure-activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and -4 receptors: Histidine substitution

Systematic substitution of His6 residue using non-selective hMC4R pentapeptide agonist (Bu-His6-DPhe7-Arg8-Trp9-Gly 10-NH2) as the template led to the identification of Bu-Atcsu