103204-12-2

Usage

Uses

Used in Perfumery and Flavoring Applications:
1-phenyl-3-pyrroline is used as a fragrance ingredient and flavoring agent for its distinctive sweet, floral, and hay-like scent, adding unique aroma profiles to various products in the perfumery and flavor industries.
Used in Pharmaceutical Applications:
1-phenyl-3-pyrroline is utilized as a pharmaceutical intermediate due to its interesting chemical properties and biological activities, playing a crucial role in the synthesis of various organic compounds with potential therapeutic applications.
Used in Biotechnology Applications:
1-phenyl-3-pyrroline is employed as a key intermediate in the development of biotechnological products, leveraging its unique chemical and biological characteristics for innovative applications in this field.

Upstream product

• 19029-45-9 2-phenyl-3,6-dihydro-2H-[1,2]oxazine 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 6117-80-2 1,4-butenediol 
• 62-53-3 aniline 
• 1953-56-6 (Z)-but-2-ene-1,4-diyl dimethanesulfonate 
• 95709-31-2 N-phenyl-4-aza-10-oxatricyclo<5.2.1..0^2,6>dec-8-ene 
• 1476-11-5 Z-1,4-dichlorobutene 
• 14465-74-8 N-phenyl-N-prop-2-ynylamine 
• 50-00-0 formaldehyd 
• 6247-00-3 N,N-diallylaniline 
• 106-95-6 allyl bromide 
• 109-96-6 3-Pyrroline 
• 108-86-1 bromobenzene 

Downstream Products

• 635-90-5 1-phenylpyrrole 
• 860361-86-0 1-(4-bromo-phenyl)-2,5-dihydro-pyrrole 
• 92-53-5 4-Phenylmorpholine 
• 62722-94-5 (Z)-N-(but-2-en-1-yl)aniline 
• 53646-85-8 1,3-diphenyl-1H-pyrrole 

Relevant academic research and scientific papers

A unique ruthenium carbyne complex: A highly thermo-endurable catalyst for olefin metathesis

A cationic ruthenium carbyne complex was prepared and was found to initiate olefin metathesis reactions with good activities, which throws a new light on the design of a new type of ruthenium catalyst for RCM reactions. More importantly, no double bond isomerized by-product was observed even at elevated temperatures in reactions catalyzed by the new carbyne complex. A mechanism involving the in situ conversion of the ruthenium carbyne to a ruthenium carbene complex via addition of an iodide to the carbyne carbon was also proposed.

Total Synthesis of Millingtonine

Millingtonine is a glycosidic alkaloid that exists as a pair of pseudo-enantiomeric diastereomers. Consideration of the likely biosynthetic origins of this unusual natural product has resulted in the development of a seven-step total synthesis. Results fr

General route from simple methyl, alkyl, and cycloalkyl arenes to polycyclic cyclopentenyl aryl derivatives. The CpFe+ group as an activator and tag

The CpFe+ group activates the perallylation of the benzylic groups of arenes using KOH and allylbromide under ambient conditions. This reaction can be followed by ruthenium-catalyzed RCM metathesis using Grubbs' catalyst at room temperature to give polycyclic aromatic derivatives in high yields, and these products are easily separated from the catalyst by extraction using ether. Alternatively, the RCM metathesis can be best carried out in ionic liquids at 80°C, and extraction using ether is then facile.

Porous chitosan microspheres supported-palladium catalyst for the C-N cross-coupling of aryl halides with secondary amines

Porous chitosan microspheres-supported palladium catalysed the amination of aryl halides with a wide variety of secondary amines to yield the corresponding cross-coupling products under aerobic conditions. Both aryl bromides and iodides gave good to excellent yields of N,N-disubstituted anilines. The procedure can tolerate common functional groups such as chloro, methoxyl and nitro. The heterogeneous catalysis is efficienct and the catalyst could be recycled seven times without obvious decreased conversion.

Highly efficient Ru(ii)-alkylidene based Hoveyda-Grubbs catalysts for ring-closing metathesis reactions

Three novel phosphine-free Ru-alkylidenes (7a-7c) have been synthesized and utilized as efficient catalysts for ring closing metathesis (RCM) reaction. Spectroscopic data, i.e. NMR and HRMS, along with single crystal X-ray diffraction analysis, were used

Synthesis of Vanadium Oxo Alkylidene Complex and Its Reactivity in Ring-Closing Olefin Metathesis Reactions

V imido alkylidenes have been applied for the ring-opening metathesis polymerization involving cyclic olefins. However, those complexes found limited application in reactions with acyclic terminal olefins due to instability toward ethylene. Experimental and theoretical studies show that the β-hydride elimination from unsubstituted metallacyclobutene is the primary decomposition pathway in those systems. Herein, we report the synthesis of the first catalytically active V oxo alkylidene, VO(CHSiMe3)(PEt3)2Cl, which exhibits the highest reported productivity with various terminal olefins in ring-closing metathesis reactions among known V catalysts. Presented DFT studies indicate that β-hydride elimination is significantly disfavored for V oxo species.

Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles

A chemoenzymatic cascade process for the sustainable production of pyrroles has been developed. Pyrroles were synthesized by exploiting the previously unexplored aromatizing activity of monoamine oxidase enzymes (MAO-N and 6-HDNO). MAO-N/6-HDNO whole cell biocatalysts are able to convert 3-pyrrolines into pyrroles under mild conditions and in high yields. Moreover, MAO-N can work in combination with the ruthenium Grubbs catalyst, leading to the synthesis of pyrroles from diallylamines/-anilines in a one-pot cascade metathesis-aromatization sequence.

Remote migratory cross-electrophile coupling and olefin hydroarylation reactions enabled by in situ generation of nih

A highly efficient strategy for remote reductive cross-electrophile coupling has been developed through the ligand-controlled nickel migration/arylation. This general protocol allows the use of abundant and bench-stable alkyl bromides and aryl bromides for the synthesis of a wide range of structurally diverse 1, 1-diarylalkanes in excellent yields and high regioselectivities under mild conditions. We also demonstrated that alkyl bromide could be replaced by the proposed olefin intermediate while using n-propyl bromide/Mn0 as a potential hydride source.

A nitrogen-containing cyclic olefin compound (by machine translation)

[A] a method of efficiently producing the nitrogen-containing cyclic olefin compound. [Solution] the low valent niobium complex, (I) the formula represented by protective diallylamine N -, (II) a nitrogen-containing cyclic olefin compound represented by t

A ring closing metathesis-manganese dioxide oxidation sequence for the synthesis of substituted pyrroles

The combination of ring closing, or enyne metathesis with oxidation in order to prepare N-sulfonyl pyrroles is described. Reasonable to good yields were obtained for a variety of substituents and the procedure may also be conducted in one-pot. 2-Bromo N-sulfonyl adducts prepared in this manner were subjected to an intramolecular Heck-type cyclisation, forming cyclic sulfonamides.