222415-35-2

Basic information

• Product Name: Acetamide, N-(3,4-dihydro-2-naphthalenyl)-
• Synonyms: Acetamide, N-(3,4-dihydro-2-naphthalenyl)-
• CAS NO: 222415-35-2
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 0
• Mol File: 222415-35-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Acetamide, N-(3,4-dihydro-2-naphthalenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(3,4-dihydro-2-naphthalenyl)-(222415-35-2)
• EPA Substance Registry System: Acetamide, N-(3,4-dihydro-2-naphthalenyl)-(222415-35-2)

Safety Data

• Hazardous Substances Data: 222415-35-2(Hazardous Substances Data)

Upstream product

• 3349-65-3 2-tetralone oxime 
• 108-24-7 acetic anhydride 
• 60-35-5 acetamide 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 

Downstream Products

• 36063-43-1 2-methyl-4-phenylbenzo[g]quinoline 

Relevant articles and documents

Iridium-Catalyzed α-Selective Arylation of Styrenes by Dual C?H Functionalization

An IrI-system modified with a ferrocene derived bisphosphine ligand promotes α-selective arylation of styrenes by dual C?H functionalization. These studies offer a regioisomeric alternative to the Pd-catalyzed Fujiwara–Moritani reaction.

Highly Enantioselective Iridium-Catalyzed Hydrogenation of Cyclic Enamides

The MaxPHOX–Ir catalyst system provided the highest selectivity ever reported for the reduction of cyclic enamides derived from α- and β-tetralones. This result indicates that iridium catalysts are also proficient in reducing alkenes bearing metal-coordinating groups. In the present system, selectivity was pressure-dependent: In most cases, a decrease in the H2pressure to 3 bar resulted in an increase in enantioselectivity. Moreover, the process can be carried out in environmentally friendly solvents, such as methanol and ethyl acetate, with no loss of selectivity.

Directing group assisted nucleophilic substitution of propargylic alcohols via o -quinone methide intermediates: Br??nsted acid catalyzed, highly enantio- and diastereoselective synthesis of 7-alkynyl-12a-acetamido-substituted benzoxanthenes

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Asymmetric hydrogenation using rhodium complexes generated from mixtures of monodentate neutral and anionic phosphorus ligands

A series of monodentate neutral and anionic phosphorus ligands was synthesized and evaluated in the asymmetric rhodium-catalyzed hydrogenation of functionalized olefins by using either catalysts containing identical ligands or catalysts generated from mixtures of two different ligands. We expected that the combination of an anionic ligand with a neutral ligand would favor the formation of hetero over homo bis-ligand complexes due to charge repulsion. NMR spectroscopic studies confirmed that charge effects can indeed shift the equilibrium toward the hetero bis-ligand complexes. In several cases, the combination of a neutral phosphane with an anionic phosphane, one chiral and the other achiral, furnished significantly higher enantioselectivities than analogous mixtures of two neutral ligands. The best results were obtained with a mixture of an anionic phosphoramidite and a neutral phosphoric acid diester. It is supposed that in this case a hydrogen bond between the two ligands additionally stabilizes the hetero ligand combination. Charge effects and hydrogen bonding favor the formation of rhodium hetero bis-ligand complexes from mixtures of neutral and anionic monodentate phosphorus ligands. The combination of a neutral phosphoric acid diester as a hydrogen donor and an anionic phosphoramidite as a hydrogen acceptor gives very high enantioselectivities in Rh-catalyzed hydrogenation reactions, thus exceeding the ee values of the corresponding homo bis-ligand complexes (see scheme). Copyright

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WingPhos, a C2-symmetric bisphosphorus ligand with a deep and well-defined chiral pocket was developed. It has shown high efficiency in the rhodium-catalyzed asymmetric hydrogenation of (E)-β-aryl-N-acetyl enamides, cyclic β-aryl enamides, and heterocyclic β-aryl enamides. A series of chiral β-arylisopropylamines, 2-aminotetralines, and 3-aminochromans can be synthesized with excellent ee values (nbd=3,5-norbornadiene; TON=turnover number). Copyright

Rhodium phosphine-phosphite catalysts in the hydrogenation of challenging N-(3,4-dihydronaphthalen-2-yl) amide derivatives

The enantioselective catalytic hydrogenation of N-(3,4-dihydronaphthalen-2- yl) amides (1) with rhodium catalysts bearing phosphine-phosphite ligands 4 has been studied. A wide catalyst screening, facilitated by the modular structure of 4, has found a hig

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New process for the synthesis of enamide derivatives

A process for the production of ene-amide derivatives represented by the formula (I) wherein R1 and R2 and R3 are independently a hydrogen atom, an alkyl, a cycloalkyl, a cycloalkylalkyl, an alkylaryl, an aryl, a heterocycle, a cyano, an acyl, an alkoxy, an aryloxy, a carboxyl, a carbamoyl, -CONR5R6 (in which R5 and R6 are independently an alkyl, arylalkyl or aryl group) or -COOR5 group (in which R5 is an alkyl, alkylaryl or aryl group), said alkyl, cycloalkyl, cycloalkylalkyl, alkylaryl and aryl groups being substituted or not with a functional group or with R5; or R1 and R2 taken together, may form a ring (which terms includes mono-, di- and higher polycyclic ring systems); R3 has the same meanings as R1 or R3 is a hydroxyl, imidazolyl, N-acylimidazolyl, indolyl, N-acylindolyl group or one of the groups, - COR5, -OR5, -OCOR5, -NR5R6, -NHCOR5, -N(COR5)2, wherein R5 and R6 are independently an alkyl, alkylaryl or aryl group; R4 is a hydrogen atom, an alkyl, an aryl, an alkylaryl, said groups are substituted or not with a halogen atom as Cl, Br, or F; Y is a hydrogen atom or R4CO group; X is an oxygen atom or a leaving group and m is an integer 1 or 2; when m is 1 then X is a leaving group; when m is 2 then X is a oxygen atom, which comprise : a hydrogenation/isomerization reaction in presence of a heterogeneous catalyst, of an oxime derivatives of formula (II) wherein R1, R2 and R3 are as defined above with an acyl derivative of formula (III) (R4CO)mX wherein R4, m and X are as defined above.

Ruthenium-Catalysed Enantioselective Hydrogenation of Trisubstituted Enamides Derived from 2-Tetralone and 3-Chromanone: Influence of Substitution on the Amide Arm and the Aromatic Ring

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