1465827-63-7

Basic information

• Product Name: 1-benzoyloxypiperidine-4-carboxylic acid ethyl ester
• Synonyms: 1-benzoyloxypiperidine-4-carboxylic acid ethyl ester
• CAS NO: 1465827-63-7
• Molecular Weight: 277.32
• Mol File: 1465827-63-7.mol

Chemical Properties

• CAS DataBase Reference: 1-benzoyloxypiperidine-4-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzoyloxypiperidine-4-carboxylic acid ethyl ester(1465827-63-7)
• EPA Substance Registry System: 1-benzoyloxypiperidine-4-carboxylic acid ethyl ester(1465827-63-7)

Safety Data

• Hazardous Substances Data: 1465827-63-7(Hazardous Substances Data)

Upstream product

• 1126-09-6 4-carbethoxypiperidine 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 1582788-30-4 ethyl 1-((diethoxyphosphoryl)(phenyl)methyl)piperidine-4-carboxylate 
• 136081-74-8 ethyl 1-benzoyl-4-piperidine-carboxylate 
• 247022-37-3 ethyl 1-phenylpiperidine-4-carboxylate 

Relevant articles and documents

DMAP and PivOH-promoted amination/allenization reaction

This report described the first DMAP and PivOH-promoted ortho-C-H amination and ipso-allenization reaction of iodobenzenes realized by Pd/norbornene cooperative catalysis. Based on control experiments and DFT calculations, we speculated that the three ligands have different functions and mechanism paths in the reaction. This journal is

Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration

We describe a new strategy for aminoarylation of alkenes by copper-catalyzed smiles rearrangement using O-benzoylhydroxylamines as the amine reagent. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

A carboxylate-assisted amination/unactivated C(sp2)-H arylation reactionviaa palladium/norbornene cooperative catalysis

This report describes a carboxylate-assisted palladium-catalysed Catellani reaction, which is compatible withortho-amination and unactivated C(sp2)-H arylation. This method was used to synthesize a series of 1-amino substituted dihydrophenanthridines, phenanthridines and 6H-benzo[c]chromenes. Based on kinetic isotope experiments, the kinetic curve proves that pivalic acid accelerates the reaction rate of unactivated C(sp2)-H activation, and thus this rate can keep up with the five membered aryl-norbornene-palladacycle (ANP) intermediate.

Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans

This report describes a palladium-catalyzed dearomatization and amination tandem reaction of 2,3-disubstituted indoles and benzofurans via the Catellani strategy. This reaction provides a new method for the construction of amino-substituted indoline-fused cyclic and benzofuran spiro compounds in good yields. The reaction has broad functional group compatibility and substrate scope.

Copper-Catalyzed Dihydroquinolinone Synthesis from Isocyanides and O-Benzoyl Hydroxylamines

A copper-catalyzed protocol has been realized for the rapid assembly of dihydroquinolinones from readily accessible isocyanides and O-benzoyl hydroxylamines. The reactions (10 mol % of CuOAc, 10 mol % of dppe, 3 equiv of PhONa, 30 °C) deliver various stru

Synthesis of C4-Aminated Indoles via a Catellani and Retro-Diels-Alder Strategy

Highly functionalized 4-aminoindoles were synthesized via the three-component cross-coupling of o-iodoaniline, N-benzoyloxyamines, and norbornadiene. The Catellani and retro-Diels-Alder strategy was used in this domino process. o-Iodoaniline, with electron-donating and sterically hindered protecting groups, made the reaction selective toward o-C-H amination. On the basis of density functional theory calculations, the intramolecular Buchwald coupling of this reaction underwent a dearomatization and a 1,3-palladium migration process. The reasons for the control of the chemical selectivity by the protecting groups are given. Moreover, synthetic applications toward 4-piperazinylindole and a GOT1 inhibitor were realized.

Synthesis of C4-Aminated Indoles via a Catellani and Retro-Diels-Alder Strategy

Highly functionalized 4-aminoindoles were synthesized via the three-component cross-coupling of o-iodoaniline, N-benzoyloxyamines, and norbornadiene. The Catellani and retro-Diels-Alder strategy was used in this domino process. o-Iodoaniline, with electron-donating and sterically hindered protecting groups, made the reaction selective toward o-C-H amination. On the basis of density functional theory calculations, the intramolecular Buchwald coupling of this reaction underwent a dearomatization and a 1,3-palladium migration process. The reasons for the control of the chemical selectivity by the protecting groups are given. Moreover, synthetic applications toward 4-piperazinylindole and a GOT1 inhibitor were realized.

Rapid Assembly of Diversely Functionalized Spiroindenes by a Three-Component Palladium-Catalyzed C?H Amination/Phenol Dearomatization Domino Reaction

A novel palladium-catalyzed three-component reaction of phenol-derived biaryls with N-benzoyloxyamines and norbornadiene (NBD) has been developed for the assembly of highly functionalized spiroindenes. This domino process was realized through NBD-assisted C?H amination and phenol dearomatization by forming one C?N bond and two C?C bonds in a single step. Preliminary studies indicated that asymmetric control of this transformation was feasible with chiral ligands. Moreover, the potential synthetic utility of this methodology was highlighted by a series of further transformations.

Palladium-Catalyzed Norbornene-Mediated Tandem ortho-C-H-Amination/ipso-C-I-Cyanation of Iodoarenes: Regiospecific Synthesis of 2-Aminobenzonitrile

Efficient tandem ortho-C-H-amination/ipso-cyanation of iodoarenes was accomplished under a norbornene-mediated Pd-catalyzed process. A series of functionalized 2-aminobenzonitriles with much potential in the pharmaceutical industry were obtained by this p