Tag: M.W=150-200

Fang, Chaojie published the artcileA Mild TEMPO-Catalyzed Aerobic Oxidative Conversion of Aldehydes into Nitriles, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is TEMPO catalyst aldehyde oxidation nitrile preparation.

An efficient method to prepare nitriles from aldehydes using hexamethyldisilazane (HMDS) as the nitrogen source was developed. The reactions were performed with 2,2,6,6-tetramethylpiperidine l-oxyl (TEMPO) as the catalyst, NaNO2 or TBN as the co-catalyst, and mol. oxygen as the terminal oxidant under mild conditions. A variety of aromatic, heteroaromatic, aliphatic and allylic aldehydes could be converted into their corresponding nitriles in good to excellent yields.

Advanced Synthesis & Catalysis 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, Recommanded Product: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ashok, D. published the artcileGreen synthesis of spiropyranone 3-aryl-4-methylcoumarin derivatives using carbonyldiimidazole, HPLC of Formula: 104-01-8, the main research area is spiropyranone aryl methylcoumarin preparation microwave irradiation green chem; monospirohydroxy acetophenone phenylacetic acid cyclization.

A series of spiropyranone 3-aryl-4-methylcoumarin derivatives I [R = H, Cl, OMe, Me; X = -(CH2)2-, -CH2N(C(O)OC(CH3)3)-, -CH2-] have been synthesized from monospiro-2-hydroxy acetophenones II in a novel and efficient green method using imidazolyl intermediates and inorganic base. Imidazolyl intermediates were in turn generated by grinding the resp. phenylacetic acid 4-RC6H4CH2C(O)OH along with carbonyldiimidazole (CDI). Similarly, monospiro-2-hydroxy acetophenone derivatives II were prepared selectively by avoiding formation of bis derivatives following literature procedure.

Asian Journal of Chemistry published new progress about Chromones Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, HPLC of Formula: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

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

Mohamadpour, Farzaneh published the artcileMethylene blue as a photo-redox catalyst: the development synthesis of tetrahydrobenzo[b]pyran scaffolds via a single-electron transfer/energy transfer, Synthetic Route of 86-51-1, the main research area is tetrahydrobenzopyran preparation green chem methylene blue photoredox catalyst; aldehyde malononitrile dimedone tandem reaction single electron transfer energy; aqueous solvent; methylene blue (MB+); photo-redox catalyst; photochemical synthesis; renewable energy source; tetrahydrobenzo[b]pyran scaffolds.

In a green tandem reaction using aldehyde derivatives, malononitrile, and dimedone, a radical tandem Knoevenagel-Michael cyclocondensation reaction of tetrahydrobenzo[b] pyran scaffolds was developed. Using visible light as a sustainable energy source, methylene blue (MB+)-derived photo-excited state functions were employed in an aqueous solution as single-electron transfer (SET) and energy transfer catalysts. The range of yields is quite uniform (81-98%, average 92.18%), and the range of reaction time is very fast (2-7 min, average 3.7 min), and the point mentioned in the discussion is that the procedure tolerates a range of donating and withdrawing groups, while still giving very excellent yields. The reaction is fairly insensitive to the nature of the substituents. Research conducted in this project aims to develop a non-metallic cationic dye that is both inexpensive and widely available for more widespread use. In addition to energy efficiency and environmental friendliness, methylene blue also offers an excellent atom economy, time-saving features, and ease of use. As a result, a wide range of long-term chem. and environmental properties can be obtained. The turnover number and turnover frequency of tetrahydrobenzo[b]pyran scaffolds have been computed. Surprisingly, gram-scale cyclization is a possibility, implying that the technol. may be applied in industries.

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Synthetic Route of 86-51-1.

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

Shaabani, Shabnam published the artcileAutomated and accelerated synthesis of indole derivatives on a nano-scale, Product Details of C9H10O3, the main research area is indoline diversity oriented nano scale synthesis; cyclic Schiff base in situ preparation Ugi type reaction; phenyl hydrazine aldehyde Fischer indolization.

For the first time use of acoustic droplet ejection technol. and fast quality control was described to screen the efficiency of synthetic reactions on a nanomole scale in an automated and miniaturized fashion. The interrupted Fischer indole combined with Ugi-type reactions yielded several attractive drug-like indole scaffolds such as I [R1 = H, 5-Me, 4,6-di-Me, 5-MeO, 7-Br; R2 = Me, Et, ; R3 = Me, Et; R2R3 = (CH2)5, (CH2)2O(CH2)2, (CH2)2NBoc(CH2)2; R4 = i-Pr, cyclohexyl, 4-MeOC6H4, etc.; R5 = t-Bu, 2-pyrrolyl, 2-indolyl, etc.], tetrazole II and imino hadantoin e.g., III. In 384-well plates, a diverse set of interrupted Fischer indole intermediates were produced and reacted with the tricyclic hydantoin backbone in a 2-step sequence. Similarly, preformed Fischer indole intermediates were used to produce diverse sets of Ugi products and the efficiency was compared with that of the in situ method. Multiple reactions were performed again on a preparative millimole scale, showing scalability from nano to mg and thus synthetic utility. An unprecedented large number of building blocks were used for fast scope and limitation studies (68 isocyanides, 72 carboxylic acids). Miniaturization and anal. of the generated big synthesis data enabled deeper exploration of the chem. space and permitted the gain of knowledge that was previously impractical or impossible, such as the rapid survey of reactions and building block and functional group compatibility.

Green Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Product Details of C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem