847437-08-5

Upstream product

• 779335-44-3 [(benzyl-phenyl-carbamoyl)-(2,2,6,6-tetramethyl-piperidin-1-yloxy)-methyl]-phosphonic acid diethyl ester 
• 847437-06-3 [(benzyl-phenyl-carbamoyl)-diazo-methyl]-phosphonic acid diethyl ester 
• 762-04-9 Diethyl phosphonate 
• 1217-89-6 1-benzylisatin 
• 7135-32-2 1-benzylindolin-2-one 
• 814-49-3 diethyl chlorophosphate 
• 34170-81-5 diethyl (2-chloro-2-oxoethyl)phosphonate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 3095-95-2 diethylphosphonoacetic acid 
• 779335-37-4 [(benzyl-phenyl-carbamoyl)-methyl]-phosphonic acid diethyl ester 
• 52190-13-3 N-benzyl-2-bromo-N-phenylacetamide 
• 758640-21-0 N-Benzylaniline 

Relevant academic research and scientific papers

Synthesis of α-Aryl Oxindoles by Friedel-Crafts Alkylation of Arenes

α-Aryl oxindoles are accessed from isatin via a two-step procedure involving a phospha-Brook rearrangement and a Friedel-Crafts alkylation in a one-pot procedure. The use of 1,1,1,3,3,3-hexafluoro-2-propanol as solvent significantly extended the reaction

Generation of All-Carbon Quaternary Stereocenters at the C-3 Carbon of Lactams via [3,3]-Sigmatropic Rearrangement and Revision of Absolute Configuration: Total Synthesis of (-)-Physostigmine

A diastereoselective (up to >99%) route to all carbon quaternary stereocenters at the C-3 position of cyclic lactams has been developed via Johnson-Claisen rearrangement of ?-hydroxy-α,β-unsaturated lactams. It has been observed that olefin geometry plays an important role in the development of the absolute stereochemistry of the product. Dependence of product configuration on the olefin geometry is explained by postulating probable transition states. The success of this method has been shown for multigram-scale synthesis of these substituted lactams from commercially available cheap starting materials. The synthetic usefulness of this method is also demonstrated by carrying out the total synthesis of (a-)-physostigmine.

RETRACTED ARTICLE: An expeditious route to both enantiomers of all carbon quaternary stereocenters at C-3 carbon of lactams via [3,3]-sigmatropic rearrangement: Total synthesis of (-)-physostigmine

A diastereoselective route to all carbon quaternary stereocenters at the C-3 position of cyclic lactams has been developed via Johnson-Claisen rearrangement of γ-hydroxy-α, β-unsaturated lactams. It has been observed that olefin geometry plays an important role in the development of the absolute stereochemistry of the product. The dependence of the product configuration on the olefin geometry is explained by postulating probable transition states. The success of this method has been shown for the multigram scale synthesis of these substituted lactams from commercially available cheap starting materials. The synthetic usefulness of this method is also demonstrated by carrying out the total synthesis of (-)-physostigmine.

Cyclization of diazoacetamides catalyzed by N-heterocyclic carbene dirhodium(II) complexes

The axial coordination of N-heterocyclic carbene ligands onto dirhodium(II) complexes was examined, together with its role in the intramolecular C-H insertion reactions of a-diazoacetamides. The formation of a decarbonylated product occurs by a free-carbene mechanism in which the structures of the catalyst and the acetamide play a decisive role.

Intramolecular C-H insertion using NHC-di-rhodium(II) complexes: the influence of axial coordination

In this work we show that the intramolecular C-H insertion of diazo-acetamides catalysed by di-rhodium(II) complexes can be highly influenced by the axial ligand on the di-rhodium(II) complex. Axially monocoordinated NHC-Rh2(OAc)4 complexes have a distinct reactivity from the parent Rh2(OAc)4 complex affording the cyclisation products in different rates and selectivities. Surprisingly, a new reaction mode emerged when using these complexes which led to a decarbonylation pathway.

C-H carbene insertion of α-diazo acetamides by photolysis in non-conventional media

(Chemical Equation Presented) Light from a mercury vapor high-pressure lamp was used to induce the photolytic decomposition of α-diazo acetamides in hexane and in nonconventional media such as water or a film. The corresponding a- and/or γ-lactams were ob

Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations

Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from α-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the

Rh(II) catalysed intramolecular C-H insertion of diazo substrates in water: A simple and efficient approach to catalyst reuse

Water is an efficient solvent for the Rh2(OAc)4 catalysed intramolecular C-H insertion of a range of diazo substrates without competitive water insertion. Due to the high solubility and stability of the catalyst in water, the catalyst can be efficiently reused.

One-pot homolytic aromatic substitutions/HWE olefinations under microwave conditions for the formation of a small oxindole library

(Chemical Equation Presented) An efficient one-pot sequence comprising a homolytic aromatic substitution followed by an ionic Horner Wadsworth-Emmons olefination for the preparation of a small library of α,β-unsaturated oxindoles is presented. Microwave-induced heating is used to conduct these reactions. The homolytic aromatic substitution is mediated by the persistent radical effect.