127367-99-1

Basic information

• Product Name: (Z)-N-(tert-butyl)-3-phenylacrylamide
• CAS NO: 127367-99-1
• Molecular Weight: 203.284
• Mol File: 127367-99-1.mol

Chemical Properties

• CAS DataBase Reference: (Z)-N-(tert-butyl)-3-phenylacrylamide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-(tert-butyl)-3-phenylacrylamide(127367-99-1)
• EPA Substance Registry System: (Z)-N-(tert-butyl)-3-phenylacrylamide(127367-99-1)

Safety Data

• Hazardous Substances Data: 127367-99-1(Hazardous Substances Data)

Upstream product

• 54210-98-9 1,3-dibromo-1-phenyl-2-propenone 
• 75-64-9 tert-butylamine 
• 103-79-7 1-phenyl-acetone 
• 104-55-2 3-phenyl-propenal 
• 125516-01-0 2-tert-butyl-3-styryloxaziridine 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 4360-47-8 cinnamonitrile 
• 75-65-0 tert-butyl alcohol 
• 540-88-5 acetic acid tert-butyl ester 
• 103-26-4 methyl cinnamate 
• 107-58-4 N-tert-Butylacrylamide 
• 71-43-2 benzene 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Manganese Catalyzed Enantioselective Epoxidation of α,β-Unsaturated Amides with H2O2

Herewith, we report the enantioselective epoxidation of electron-deficient cis- and trans-α,β-unsaturated amides with the environmentally benign oxidant H2O2. The catalysts - manganese complexes with bis-amino-bis-pyridine and structurally related ligands - exhibit reasonably high efficiency (up to 100 TON) and excellent chemo- and enantioselectivity (up to 100% and 99% ee, respectively). Crucially, the cis-enamides epoxidation enantioselectivity and yield are dramatically enhanced by the presence of NH-moiety, which effect can be explained by the hydrogen bonding interaction between the cis-enamide substrate and the manganese based oxygen transferring species. (Figure presented.).

Weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis

The selective rearrangement of oxaziridines to amidesviaa single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments and density functional theory (DFT) calculations are performed to gain insight into the reactivity and selectivity.

Enhancing Ligand-Free Fe-Catalyzed Aminocarbonylation of Alkynes by ZrF4

Zirconium fluoride was utilized to promote efficiently iron-catalyzed aminocarbonylation between alkynes and amines without the use of extra ligands. In particular, this new system is applicable to a wide range of amine and alkyne substrates affording α,β-unsaturated amides in good to excellent yields. Preliminary mechanistic studies reveal the activation model involving interactions of ZF4 with both iron catalyst and amine substrates.

Organic template-free synthesis of zeolite Y nanoparticle assemblies and their application in the catalysis of the Ritter reaction

Zeolite Y nanoparticle assemblies (Y-NA) with a mesoporous structure were directly synthesized at 75?°C for 16 h without adding any organic templates. The changes in structure, morphology and textural parameters of the materials obtained after different crystallization times were investigated via powder X-ray diffraction (XRD), infrared spectroscopy (IR), scanning electron microscopy (SEM), transmission electron microscopy (TEM) and N2-sorption. The results show that Y-NA had a micro-mesoporous structure composed of highly crystalline particle assemblies with sizes of 400-900 nm. The H-form Y-NA (HY-NA) is strongly acidic, and exhibits a good catalytic performance in the Ritter reaction, as compared with the H-form microporous zeolite Y and mesoporous zeolite ZSM-5.

TfOH catalyzed One-Pot Schmidt–Ritter reaction for the synthesis of amides through N-acylimides

A One-Pot tandem Schmidt–Ritter process for the synthesis of amides has been developed using the super acid as catalyst. The in situ generated aryl/aliphatic nitriles from the reaction of aldehydes and sodium azide in the presence of TfOH and AcOH (Schmidt reaction) react with suitable alcohol (Ritter reaction) to give the amides. For the first time we observed that during the Schmidt process N-acylimides were generated along with nitriles, interestingly these N-acylimides also participated in the Ritter reaction.

Methylaluminoxane (MAO)-assisted direct amidation of esters

Aliphatic and aromatic esters are efficiently transformed into amides in good to excellent yields, under mild conditions using methylaluminoxane (MAO). This reaction can be performed either at room temperature or by applying microwave irradiation.

Synthesis, characterization of palladium hydroxysalen complex and its application in the coupling reaction of arylboronic acids: Mizoroki-Heck type reaction and decarboxylative couplings

(Salen-OH)Pd (1, salen-OHN,N′-bis(3,5-di-hydroxysalicylidene)- ethylenediamine) was prepared by a simple one step reaction and fully characterized by 1H and 13C NMR, IR spectroscopy, and X-ray crystallography. This palladium complex showed good activities as a catalyst in the Mizoroki-Heck-type reaction and the decarboxylative coupling reaction. In the Mizoroki-Heck type reaction, arylboronic acids and alkenes were reacted at 90°C for 3 h in the presence of 2.0 mol% of the palladium complex 1 and AgOAc to give the desired coupled product in good yields. In the decarboxylative coupling reactions, the desired coupled products were obtained in good yields when 0.5 mol% of the palladium complex was employed at room temperature.

Bio-supported palladium nanoparticles as a catalyst for Suzuki-Miyaura and Mizoroki-Heck reactions

The biological synthesis of metal nanoparticles from ions has recently emerged as a novel technique for an environmentally benign recovery of heavy metals. Bacteria are known to recover palladium(0) in the form of nanoparticles that are catalytically active. However, the extent of the reactions that can be catalysed by bio-recovered palladium has not been investigated. This study demonstrates that the Suzuki-Miyaura and Mizoroki-Heck reactions can be catalysed by bio-generated palladium nanoparticles formed on the surface of Gram-negative bacteria. The results suggest that the range of applications of this catalyst can be extended to the realm of carbon-carbon bond formation in synthetic organic chemistry.