837-66-1

Upstream product

• 119-61-9 benzophenone 
• 15295-29-1 4,4-diphenyl-4-hydroxybut-2-ene 
• 7721-58-6 3-methylamino-1-phenylbut-2-en-1-one 
• 591-50-4 iodobenzene 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1896-62-4 (E)-benzalacetone 
• 71-43-2 benzene 
• 960-71-4 triphenylborane 
• 143-66-8 sodium tetraphenyl borate 
• 98-80-6 phenylboronic acid 
• 603-36-1 triphenylantimony 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 595-90-4 tetraphenyltin(IV) 
• 108-86-1 bromobenzene 

Downstream Products

• 81957-19-9 3-bromo-4,4-diphenyl-but-3-en-2-one 
• 104581-48-8 2-methyl-4,4-diphenylbut-3-en-2-ol 
• 37608-24-5 1-Diazo-4,4-diphenyl-but-3-en-2-one 
• 1263002-12-5 1-chloro-4-(4,4-diphenylbuta-1,3-dien-2-yl)benzene 
• 1263002-11-4 1-(4,4-diphenylbuta-1,3-dien-2-yl)-4-methoxybenzene 
• 1263002-13-6 5-(4,4-diphenylbuta-1,3-dien-2-yl)benzo[d][1,3]dioxole 
• 28191-98-2 3,4,4-triphenylbut-3-en-2-one 
• 1415577-49-9 C₁₂H₁₄OS 
• 942517-67-1 (S)-4,4-diphenyl-2-hydroxybut-3-ene 
• 285566-28-1 (3E)-4-phenyl-3-penten-2-ol 
• 15295-29-1 4,4-diphenyl-4-hydroxybut-2-ene 
• 77915-31-2 1,1’-(3-methyl-1,3-butadienylidene)bis-benzene 

Relevant academic research and scientific papers

Lewis Acid Catalyzed Ring-Opening Reaction of Cyclobutanones towards Conjugated Enones

An unprecedented Fe-catalyzed ring-opening reaction of simple cyclobutanones is developed, which provides access to conjugated enones with good functional group tolerance in high yields under mild conditions. The product derivatization and gram-scale expe

Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9 H-Pyrrolo[1,2- a]indoles

A convenient and efficient visible-light-induced tandem acylation/cyclization of N-propargylindoles with aryl- or alkyl-substituted acyl oxime esters for the synthesis of 2-acyl-substituted 9H-pyrrolo[1,2-a]indoles under transition-metal-free conditions, which proceeds via nitrogen-centered radical-mediated cleavage of the C-C σ-bond in acyl oxime esters, is established. The aryl or alkyl acyl radicals, which come from acyl oxime esters, attack the C-C triple bonds in N-propargylindoles and then go through intramolecular cyclization/isomerization.

Visible-Light-Mediated Nitrogen-Centered Radical Strategy: Preparation of 3-Acylated Spiro[4,5]trienones

A nitrogen-centered radical strategy for the preparation of 3-acylated spiro[4,5]trienones via visible-light-mediated acylation/ipso-cyclization of alkynes with acyl oxime esters is reported. The alkyl- and aryl-substituted acyl radicals, which generate from the cleavage of carbon-carbon σ-bonds in acyl oxime esters via nitrogen-centered radical pathway, attack the carbon-carbon triple bonds in propiolamides and then undergo ipso-cyclization. This method provides a way for the construction of 3-acyl-substituted spiro[4,5]trienones, which can introduce aryl- or alkyl-substituted acyl into spiro[4,5]trienone skeletons. (Figure presented.).

Metal-, Photocatalyst-, and Light-Free Minisci C-H Acetylation of N-Heteroarenes with Vinyl Ethers

Herein, we report a mild, operationally simple method for Minisci C-H acetylation of N-heteroarenes using vinyl ethers as robust, inexpensive acetyl sources. The reactions do not require a conventional photocatalysis, electrocatalysis, metal catalysis, light activation, or high temperature. This method is thus significantly more sustainable than previously reported methods in terms of cost, reagent toxicity, and waste generation. This protocol can be expected to obtain medically relevant molecules from abundant feedstock materials.

Alcohol Dehydrogenases and N-Heterocyclic Carbene Gold(I) Catalysts: Design of a Chemoenzymatic Cascade towards Optically Active β,β-Disubstituted Allylic Alcohols

The combination of gold(I) and enzyme catalysis is used in a two-step approach, including Meyer–Schuster rearrangement of a series of readily available propargylic alcohols followed by stereoselective bioreduction of the corresponding allylic ketone intermediates, to provide optically pure β,β-disubstituted allylic alcohols. This cascade involves a gold N-heterocyclic carbene and an enzyme, demonstrating the compatibility of both catalyst types in aqueous medium under mild reaction conditions. The combination of [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene][bis(trifluoromethanesulfonyl)-imide]gold(I) (IPrAuNTf2) and a selective alcohol dehydrogenase (ADH-A from Rhodococcus ruber, KRED-P1-A12 or KRED-P3-G09) led to the synthesis of a series of optically active (E)-4-arylpent-3-en-2-ols in good yields (65–86 %). The approach was also extended to various 2-hetarylpent-3-yn-2-ol, hexynol, and butynol derivatives. The use of alcohol dehydrogenases of opposite selectivity led to the production of both allyl alcohol enantiomers (93->99 % ee) for a broad panel of substrates.

Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes

Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter-and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo-and regioselectivity.

Formation of trisubstituted buta-1,3-dienes and α,β-unsaturated ketonesviathe reaction of functionalized vinyl phosphates and vinyl phosphordiamidates with organometallic reagents

We studied the reactions of vinyl phosphates and vinyl phosphordiamidates containing an ester functional group with organometallic reagents. We found that the functionalized vinyl phosphates were smoothly converted into tri- and tetrasubstituted buta-1,3-

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Catalytic c-c cleavage/alkyne-carbonyl metathesis sequence of cyclobutanones

A ring-opening/alkyne-carbonyl metathesis sequence of alkyne-tethered cyclobutanones catalyzed by AgSbF6 is realized for the first time to furnish multisubstituted naphthyl ketones under mild conditions. A range of substrates decorated with various substituents at different positions were all well accommodated. Preliminary mechanistic studies show that silver salt acted as a Lewis acid to facilitate both C-C cleavage of the cyclobutanone moiety and the subsequent metathesis between C═O and CC bonds.

Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application

A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.