97505-84-5

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 107969-78-8 methyl 4-phenyl-2-oxo-3-butenoate 
• 182324-83-0 4-methyl-N-(4-phenylbut-3-yn-1-yl)benzenesulfonamide 
• 591-50-4 iodobenzene 
• 161040-05-7 N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide 
• 3634-89-7 N-(p-toluenesulfonyl)aziridine 
• 536-74-3 phenylacetylene 
• 135469-70-4 4-phenyl-3-butyn-1-amine 
• 700-91-4 2-phenyl-1-pyrroline 

Downstream Products

• 97505-87-8 2-phenylpyrroline 

Relevant academic research and scientific papers

Ring Opening and Isomerisation of Δ1-Pyrrolinium Salts

Alkaline hydrolysis of 2-methyl-Δ1-pyrrolinium salts leads to ω-aminopentanone derivatives and the Δ2-pyrroline 4c.Isomerisation of 2-phenyl-Δ1-pyrroline to the Δ2- and Δ3-derivatives is observed when

Silver-Catalyzed Cascade Cyclization/1,6-Conjugate Addition of Homopropargyl Sulfonamides to p-Quinone Methides: An Approach to Diverse 3-Diarylmethine Substituted Dihydropyrroles

A silver-catalyzed cycloisomerization/1,6-conjugate addition of homopropargyl sulfonamides to p-quinone methides to access diverse diarylmethine substituted dihydropyrroles has been disclosed. The reaction pathway involves an intramolecular cascade cyclization of homopropargyl sulfonamides to generate a highly reactive dihydropyrrole intermediate in situ followed by conjugate addition with p-quinone methides. This method provides an efficient and scalable route for the synthesis of 3-diarylmethine substituted dihydropyrroles, in one pot.

Hydration and Intramolecular Cyclization of Homopropargyl Sulfonamide Derivatives Catalyzed by Silver Hexafluoroantimonate(V): Synthesis of Structurally Diverse 2,3-Dihydro-1H-Pyrroles

We have developed an efficient, simple protocol for synthesis of structurally diverse functionalized 2,3-dihydro-1H-pyrroles by hydration and intramolecular cyclization of homopropargyl sulfonamide derivatives. Mechanistic experiments revealed that the sulfonamide nitrogen participated in the hydration reaction by chelating the Ag atom of the catalyst to assist in the formation of the hydration intermediate. The protocol accommodated a wide range of substrates and was used for a formal synthesis of (S)-nicotine. (Figure presented.).

Asymmetric Synthesis of Fused Bicyclic N,O- and O,O-Acetals via Cascade Reaction by Gold(I)/N,N′-Dioxide-Nickel(II) Bimetallic Relay Catalysis

An efficient catalytic asymmetric cyclization/inverse-electron-demand hetero-Diels-Alder cascade reaction of β,γ-unsaturated α-ketoesters with alkyl amides or alcohols were accomplished. The process was based on the utilization bimetallic catalyst system with achiral gold(I) catalyst and chiral N,N′-dioxide/Ni(II) catalyst, delivering a variety of fused bicyclic N,O-acetals or O,O-acetals in up to 99% yield and 99% ee with >19:1 dr under mild reaction conditions. Based on the control experiments and previous studies, a possible reaction pathway of bimetallic relay catalysis cascade reactions was presented. (Figure presented.).

Rhodium(III)-Catalyzed [3+2] Annulation of 5-Aryl-2,3-dihydro-1H-pyrroles with Internal Alkynes through C(sp2)-H/Alkene Functionalization

This study describes a new rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes using a Cu(OAc)2 oxidant for building a spirocyclic ring system, which includes the functionalization of an aryl C(sp2)-H bond and addition/protonolysis of an alkene C=C bond. This method is applicable to a wide range of 5-aryl-2,3-dihydro-1H-pyrroles and internal alkynes, and results in the assembly of the spiro[indene-1,2′-pyrrolidine] architectures in good yields with excellent regioselectivities.

Preparation and reactions of rhodium complexes of some alkynylamines

Reactions of [Rh(CO)2Cl]2 with the alkynylamines Ph ≡(CH2)2NH2 1 and p-MeC6H4 ≡ (CH2)3NH2 2 give the corresponding alkynylamine dicarbonyl rhodiu