29869-86-1

Upstream product

• 108-90-7 chlorobenzene 
• 1896-62-4 (E)-benzalacetone 
• 5409-60-9 4,4-diphenylbutan-2-one 
• 119-56-2 (4-chlorophenyl)phenylmethanol 
• 123-54-6 acetylacetone 
• 591-50-4 iodobenzene 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 1679-18-1 4-Chlorophenylboronic acid 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 104-88-1 4-chlorobenzaldehyde 
• 30626-03-0 (3E)-4-(4-chlorophenyl)-3-buten-2-one 
• 80-17-1 benzenesufonyl hydrazide 
• 120-80-9 benzene-1,2-diol 
• 18218-20-7 1-(4-chlorophenyl)-1-phenylethene 

Downstream Products

• 5409-60-9 4,4-diphenylbutan-2-one 
• 92208-09-8 1-Chloro-4-(3,3-dimethoxy-1-phenyl-butyl)-benzene 

Relevant academic research and scientific papers

Photocatalytic Hydroacylation of Alkenes by Directly Using Acyl Oximes

Acyl oximes are directly used as the acyl radical precursors in the hydroacylation reactions for the first time. In this work, acyl radicals can be effectively generated via β-scission of a phosphoranyl radical under photocatalytic conditions. As a result, the hydroacylation of alkenes triggered by the resulting acyl radicals leads to facile syntheses of a range of valuable ketones.

Simple Method for sp2-sp3 and sp3-sp3 Carbon-Carbon Bond Activation in 2-Substituted 1,3-Diketones

Simple and efficient methods were developed for sp2-sp3 and sp3-sp3 C-C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported Bronsted acid containing sulfonic groups. The carbocation formed by cleavage of the sp3-sp3 C-C bond of the dione alkylated the aromatic compound.

Palladium(II) Acetate Catalyzed Reductive Heck Reaction of Enones; A Practical Approach

A surprisingly practical Pd(OAc)2 or Pd(TFA)2-catalyzed reductive Heck reaction between aryl iodides and α,β-unsaturated ketones is described using N,N-diisopropylethylamine (DIPEA, Hünigs base) as the reductant. In general, 1 mol % of Pd(OAc)2 is sufficient to afford good yields using electron-rich or halogen-substituted aryl iodides. Electron-deficient aryl iodides preferentially give homocoupling. Enones containing aryl or bulky substituents on the β-carbon react smoothly, producing mainly reductive Heck product, whereas enones with alkyl substituents on the β-carbon afford a mixture of reductive Heck and Heck product. Deuterium labeling experiments show that the reaction is a bona fide reductive Heck reaction and exclude a Heck reaction-conjugate reduction cascade. Deeply DIPEA about... A palladium-catalyzed reductive Heck reaction of aryl iodides to α,β-unsaturated ketones is described using N,N diisopropylethylamine (DIPEA, Hünigs base) as the reductant. A deuterium labeling study shows that the reaction is a bona fide reductive Heck reaction and excludes a Heck reaction-conjugate reduction cascade.

Palladium-catalyzed conjugate addition of arylsulfonyl hydrazides to α,β-unsaturated ketones

A palladium-catalyzed desulfitative-denitrogenative conjugate addition of arylsulfonyl hydrazides to α,β-unsaturated ketones is described. The reaction showed very good selectivity and tolerated a wide range of functionalities under an atmosphere of oxygen with or without the aid of a metal co-oxidant. The Royal Society of Chemistry 2013.

Palladium-catalyzed desulfitative addition of sodium sulfinates with α,β-unsaturated carbonyl compounds

A palladium-catalyzed desulfitative conjugate addition of sodium sulfinates with α,β-unsaturated carbonyl compounds is described. The reaction showed very good selectivity and tolerated a wide range of functionalities under an atmosphere of argon.

Pd-NHC catalyzed conjugate addition versus the mizoroki-heck reaction

Ace of base: A catalytic system is presented that, solely by choice of the base, selectively switches between conjugate addition and the Mizoroki-Heck reaction of aryl halides with Michael acceptors (see scheme; R, R′=alkyl, aryl). For conjugate addition reactions, this avoids the preparation and use of organometallics.

Addition of arylboronic acids to arylpropargyl alcohols en route to indenes and quinolines

A regio- and stereoselective rhodium-catalyzed synthesis of trisubstituted allylic alcohols is described. The utility of these synthons is demonstrated in a convenient synthesis of indenes and quinolines.

N-heterocyclic carbene-rhodium(I) complexes derived from proline for the 1,4-conjugate addition of arylboronic acids to enones in neat water

N-Heterocyclic carbene-rhodium(I) complexes derived from N-benzyl substituted proline have been successfully synthesized and were found to be efficient catalysts for the 1,4-conjugate addition of arylboronic acids to enones in neat water at 40 °C. Under the optimal reaction conditions, all reactions gave the addition products in good to high yields.

An efficient iron-catalyzed carbon-carbon single-bond cleavage via retro-claisen condensation: A mild and convenient approach to synthesize a variety of esters or ketones

An efficient iron-salt-catalyzed carbon-carbon bond cleavage occurring through a retro-Claisen condensation reaction has been developed. The reaction is useful for the synthesis of a variety of esters or ketones under mild conditions. This method works under solvent-free conditions without the need of an inert atmosphere. This protocol is also applicable for the one-pot syntheses of ketones through tandem carbon-carbon bond formation (substitution or Michael) followed by a retro-Claisen reaction. However, for Michael adducts, ring annulation takes place subsequently. Notably, this method is very simple, convenient, high yielding, and only a catalytic (5 to 1.0 mol-%) amount of Fe(OTf)3 is needed.

Palladium(II)-catalyzed Michael-type addition reactions using aryltin compounds

A variety of aryltin compounds can be employed for Michael-type hydroarylation reactions to α,β-unsaturated ketones and aldehydes in the presence of a catalytic amount of palladium(II) salt in acetic acid under air. Each reaction is much accelerated in the presence of a soluble metal chloride such as LiCl, MgCl2, and CaCl2. It is found that slightly fewer than four aryl groups of tetraaryltins can be transferred to the products in this arylation.