Category: 1205-17-0

Chalk, Alan J. published the artcilePalladium-catalyzed vinyl substitution reactions. II. Synthesis of aryl substituted allylic alcohols, aldehydes, and ketones from aryl halides and unsaturated alcohols, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is allylic alc aryl halide; ketone aralkyl; aldehyde aralkyl.

Addnl. data considered in abstracting and indexing are available from a source cited in the original document. A variety of substituted bromo- and iodobenzenes reacted with CH2:CMeCH2OH, CH2:CHCHMeOH, and CH2:CHCMe2OH in the presence of PdCl2 or Pd(OAc)2 and PPh3 to give, resp., Ph substituted derivatives of PhCH2 CHMeCHO, Ph(CH2)2COMe, and PhCH:CHCMe2OH. With some nonallylic unsaturated alcs., carbonyl compounds were formed via double bond migration. Formation of the intermediate aryl-substituted unsaturated alcs. was minimal unless a quaternary carbon separated the double bond from the alc. function.

Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Tingting published the artcileCobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and α-Ketoamides, Product Details of C11H12O3, the main research area is alkyl aldehyde cobalt oxygen base oxidative cleavage catalyst; alc cobalt oxygen oxidation catalyst; ketone preparation; aldehyde amine secondary copper oxygen oxidative cleavage catalyst; ketoamide preparation; C−C bond cleavage; aerobic oxidation; cobalt; copper.

A widely applicable approach was developed to synthesize ketones, esters, amides via the oxidative C-C bond cleavage of readily available alkyl aldehydes. Green and abundant mol. oxygen (O2) was used as the oxidant, and base metals (cobalt and copper) were used as the catalysts. This strategy can be extended to the one-pot synthesis of ketones from primary alcs. and α-ketoamides from aldehydes.

Chemistry – A European Journal published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Product Details of C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pannilawithana, Nuwan published the artcileExperimental and Computational Studies on the Ruthenium-Catalyzed Dehydrative C-H Coupling of Phenols with Aldehydes for the Synthesis of 2-Alkylphenol, Benzofuran and Xanthene Derivatives, Quality Control of 1205-17-0, the main research area is alkyl phenol preparation; benzofuran preparation; xanthene preparation; phenol aldehyde dehydrative coupling ruthenium catalyst.

The cationic Ru-H complex [(C6H6)(PCy3)(CO)RuH]+BF4- was found to be an effective catalyst for the dehydrative C-H coupling reaction of phenols and aldehydes to form 2-alkylphenols I [R = pentyl, Ph, 1,3-benzodioxol-5-yl, etc.; R1 = H; R2 = OMe; R3 = H; R4 = H, OMe; R1R2 = CH=CH-CH=CH; R2R3 = OCH2O]. The coupling reaction of phenols with branched aldehydes selectively formed 1,1-disubstituted benzofurans II [R5 = H; R6 = OMe; R7 = H, OMe; R8 = H, OMe; R9 = n-Pr, Et, Ph; R10 = Me, Et; R5R6 = CH=CH-CH=CH; R6R7 = OCH2O; R9R10 = (CH2)4, (CH2)5], while the coupling reaction with salicylaldehydes yielded xanthenes III [R11 = H; R12 = OMe, NEt2; R13 = H; R14 = H, OMe; R15 = H, OEt, CH=CHMe; R16 = H, OMe, Cl, F; R17 = H; R11R12 = CH=CH-CH=CH; R13R14 = CH=CH-CH=CH; R12R13 = OCH2O; R16R17 = CH=CH-CH=CH]. A normal deuterium isotope effect was observed from the coupling reaction of 3-methoxyphenol with benzaldehyde and 2-propanol/2-propanol-d8 (kH/kD = 2.3 ±0.3). The carbon isotope effect was observed on the benzylic carbon of the alkylation product from the coupling reaction of 3-methoxyphenol with 4-methoxybenzaldehyde (C(3) = 1.021(3)) and on both benzylic and ortho-arene carbons from the coupling reaction with 4-trifluorobenzaldehdye (C(2) = 1.017(3), C(3) = 1.011(2)). The Hammett plot from the coupling reaction of 3-methoxyphenol with para-substituted benzaldehydes p-X-C6H4CHO (X = OMe, Me, H, F, Cl, CF3) displayed a V-shaped linear slope. Catalytically relevant Ru-H complexes were observed by NMR from a stoichiometric reaction mixture of [(C6H6)(PCy3)(CO)RuH]+BF4-, 3-methoxyphenol, benzaldehyde and 2-propanol in CD2Cl2. The DFT calculations provided a detailed catalysis mechanism featuring an electrophilic aromatic substitution of the aldehyde followed by the hydrogenolysis of hydroxy group. The calculations also revealed a mechanistic rationale for strong electronic effect of the aldehyde substrates p-X-C6H4CHO (X = OMe, CF3) in controlling the turnover-limiting step. The catalytic C-H coupling method provided an efficient synthetic protocol for 2-alkylphenols, 1,1-disubstituted benzofurans and xanthene derivatives without employing any reactive reagents or forming wasteful byproducts.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Quality Control of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Lu published the artcileO Functionalization of α-Oxyboronates: A Deoxygenative gem-Diborylation and gem-Silylborylation of Aldehydes and Ketones, COA of Formula: C11H12O3, the main research area is oxyboronate deoxygenative borylation silylation aldehyde ketone mechanism.

A deoxygenative gem-diborylation and gem-silylborylation of aldehydes and ketones is described. The key for the success of this transformation is the base-promoted C-O bond borylation or silylation of the generated α-oxyboronates. Exptl. and theor. studies exhibit that the C-O bond functionalization proceeds via an intramol. five-membered transition-state, boryl migration followed by a 1,2-metalate rearrangement with OBpin as a leaving group. The transformation occurs with an inversion on the C center. Direct conversion of aldehydes and ketones to gem-diboron compounds was achieved by combining Cu catalysis with this base-promoted C-OBpin borylation. Various aldehydes and ketones were deoxygenatively gem-diborylated. Gem-Silylborylation of aldehydes and ketones were achieved by a stepwise operation, in which B2pin2 initially react with those carbonyls followed by a silylation with Bpin-SiMe2Ph.

Journal of the American Chemical Society published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shi, Dunfa published the artcileSynthesis of Secondary and Tertiary Alkyl Boronic Esters by gem-Carboborylation: Carbonyl Compounds as Bis(electrophile) Equivalents, Quality Control of 1205-17-0, the main research area is secondary tertiary alkyl boronic ester preparation; carboborylation carbonyl compound aldehyde ketone stereoselective; alkyl boronic esters; asymmetric catalysis; boron; carboborylation; copper catalysis.

An unprecedent gem-carboborylation of aldehydes and ketones provides access to various secondary and tertiary alkyl boronic esters. The addition of B2pin2 to a carbonyl compound generates α-oxyl-substituted alkyl boron species. Organolithium and Grignard reagents are then applied as C nucleophiles for the 1,2-metalate rearrangement process. The organolithium reagents can also be generated by C-H lithiation or halogen/lithium exchange. The use of chiral ligands led to the generation of chiral alkyl boronic esters in enantioenriched form, demonstrating that the enantioselectivity of this transformation is catalyst-controlled.

Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Quality Control of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Stephens, Thomas C. published the artcileTransition-Metal-Free Homologative Cross-Coupling of Aldehydes and Ketones with Geminal Bis(boron) Compounds, Synthetic Route of 1205-17-0, the main research area is transition metal free homologative cross coupling aldehyde ketone; geminal bis boron compound homologative cross coupling aldehyde ketone; homologated carbonyl compound preparation.

Authors report a transition-metal-free coupling of aldehydes and ketones with geminal bis(boron) building blocks which provides the coupled, homologated carbonyl compound upon oxidation This reaction not only extends an alkyl chain containing a carbonyl group, it also simultaneously introduces a new carbonyl substituent. Authors also demonstrated that enantiopure aldehydes with an enolizable stereogenic center undergo this reaction with complete retention of stereochem.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Synthetic Route of 1205-17-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Piper, Stefan published the artcileDirect aminoalkylation of α-branched aldehydes with in situ generated glycine cation equivalents, Safety of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is aminoalkylation aldehyde glycine cation equivalent; butyrolactone amino preparation; aminobutanediol alkyl preparation.

The efficient synthesis of β-formyl-α-aminocarboxylates by direct aminoalkylation of aldehydes with in situ generated ternary iminium salts from inexpensive starting materials is described. These compounds are easily transformed into α-amino-β,β-dialkyl-γ-butyrolactones and α,α-dialkyl-β-dialkylamino-butane-1,4-diols and can be used as versatile building blocks.

Synlett published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Safety of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Srimannarayana, Malempati published the artcileDeracemization and Transacetalization of Aldehydes with Enantiomers of Betti’s Base Derivatives, Safety of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is deracemization transacetalization aldehyde enantiomer Betti base naphthoxazine; resolution aromatic aldehyde.

Improved procedure for the deracemization (resolution) of α-Me dihydrocinnamic aldehydes (2-methyl-3-phenylpropanals) of formula RCHMeCHO [R = Ph, 4-methoxyphenyl, 4-isopropylphenyl, 4-tert-butylphenyl, benzo[d][1,3]dioxol-5-yl] with L-(+)-tartaric acid salt of (S)-enantiomer of Betti’s base (I) to obtain naphthoxazines (II) and optically active dihydrocinnamic aldehydes (III) is presented. The method enabled the transacetalization of N,O-ketal (R)-enantiomer of Betti’s base (IV) with various aldehydes of formula R1-CHO [R1 = Ph, iso-Bu, 1-(4-isopropylphenyl)propan-2-yl, 2-(4-methoxyphenyl)ethyl, benzyl, 4-nitrophenyl, 1-[(benzo[d][1,3]dioxol-5-yl)methyl]propan-2-yl, 1-(4-tert-butylphenyl)propan-2-yl] to give N,O-ketals (V) and (VI) (R1 = same as above).

Synthetic Communications published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Safety of 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Vandavasi, Jaya Kishore published the artcileA Nickel-Catalyzed Carbonyl-Heck Reaction, COA of Formula: C11H12O3, the main research area is Heck organotriflate aldehyde nickel catalyst triphos ligand amine base; Heck reactions; acylation; cross-coupling; ketones; nickel.

The use of transition-metal catalysis to enable the coupling of readily available organic mols. has greatly enhanced the ability of chemists to access complex chem. structures. In this work, an intermol. coupling reaction that unites organotriflates and aldehydes is presented. A unique catalyst system is identified to enable this reaction, featuring a Ni0 precatalyst, a tridentate Triphos ligand, and a bulky amine base. This transformation provides access to a variety of ketone-containing products without the selectivity- and reactivity-related challenges associated with more traditional Friedel-Crafts reactions. A Heck-type mechanism is postulated, wherein the π bond of the aldehyde takes the role of the olefin in the insertion/elimination steps.

Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liang, Shengzong published the artcileSynthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation, COA of Formula: C11H12O3, the main research area is alkyl halide synthesis aldehyde deformylative halogenation.

An unprecedented deformylative halogenation of aldehydes to alkyl halides is presented. Under oxidative conditions, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp3) radical that coupled with a halogen radical that was generated from inexpensive and atom-economical halogen sources (NaBr, NaI, or HCl), to yield an alkyl halide. Because of the mild conditions, a wide range of functional groups were tolerated, and excellent site selectivity was achieved.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem