937-58-6

Upstream product

• 53045-69-5 3-chloro-2-phenyl-tetrahydro-furan 
• 75-21-8 oxirane 
• 917-64-6 methyl magnesium iodide 
• 103-64-0 bromostyrene 
• 7515-38-0 (E)-4-phenylbut-3-en-1-amine 
• 100-52-7 benzaldehyde 
• 19493-09-5 Methylenetriphenylphosphorane 
• 60-29-7 diethyl ether 
• 110-86-1 pyridine 
• 67-56-1 methanol 
• 28525-69-1 (4E)-5-phenyl-4-pentenoic acid 
• 1007-03-0 1-phenyl-1-cyclopropylmethanol 
• 93652-37-0 4-phenyl-3-butenyl para-toluenesulfonate 
• 10229-11-5 4-phenyl-but-3-yn-1-ol 

Downstream Products

• 16133-83-8 tetrahydro-2-phenylfuran 
• 20473-78-3 acetic acid-(4-phenyl-but-3-enyl ester) 
• 77722-63-5 4-nitro-benzoic acid-(4-phenyl-but-3-enyl ester) 
• 7515-57-3 Naphthalin-2-sulfonsaeure-<4-phenyl-but-3-en-1-ylester> 
• 852247-66-6 4,4-dimethyl-2-(4-phenyl-but-3-enyl)-4H-isoquinoline-1,3-dithione 
• 133931-71-2 (2R*,3S*)-2-phenyl-3-<2-<<(E)-(phenylsulfonyl)ethenyl>oxy>ethyl>oxirane 
• 105632-43-7 (4R*)-4-<(S*)-1-hydroxy-1-phenylmethyl>-5-(phenylsulfonyl)-2,3-dihydro-4H-pyran 
• 6005-76-1 4-phenylbut-3-enal 
• 1330074-82-2 C₁₉H₁₆ClNO 
• 5558-00-9 (4-bromo-1-buten-1-yl)benzene 
• 1352632-27-9 C₁₉H₁₆ClNO 
• 1352632-28-0 C₂₀H₁₈ClNO 
• 1383571-80-9 (Z)-4-phenylbut-3-en-1-yl 1-(iodomethyl)-2-oxocyclopentanecarboxylate 
• 1383571-79-6 (E)-4-phenylbut-3-en-1-yl 1-(iodomethyl)-2-oxocyclopentanecarboxylate 

Relevant academic research and scientific papers

Palladium-Catalyzed Tandem Hydrocarbonylative Lactamization and Cycloaddition Reaction for the Construction of Bridged Polycyclic Lactams

The intramolecular hydroaminocarbonylation of alkenes is a compelling tool to rapidly access lactam, a privileged motif ubiquitous in natural products, pharmaceuticals, and agrochemicals. However, selective carbonylation to bridged polycyclic lactams with a lactam nitrogen at a bridgehead position is less explored. We herein report a modular palladium-catalyzed approach to perform a tandem hydrocarbonylative lactamization/Diels-Alder cycloaddition reaction with 2-vinyl aryl aldimines, alkenes, and CO, which offers convenient access to furnish the bridged polycyclic lactams in high yields with high selectivities.

Radical C(sp3)-H Heck-type Reaction of N-Alkoxybenzimidoyl Chlorides with Styrenes to Construct Alkenols

We report the first radical C(sp3)-H Heck-type reaction of aliphatic alcohols for selective δ- and ?-alkenol synthesis by photoredox catalysis. N-Alkoxybenzimidoyl chlorides are developed as novel alkoxyl radical precursors with tunable redox potentials. Various alkenols can be constructed by the inert C(sp3)-H Heck-type reaction of 4-cyano-N-alkoxybenzimidoyl chlorides with styrene derivatives under redox-neutral conditions, which can be performed on the gram scale and can be easily derivatized.

Intramolecular N-Me and N-H aminoetherification for the synthesis ofN-unprotected 3-amino-O-heterocycles

A mild Rh-catalyzed method for synthesis of cyclic unprotected N-Me and N-H 2,3-aminoethers using an olefin aziridination-aziridine ring-opening domino reaction has been developed. The method is readily applicable to the stereocontrolled synthesis of a va

Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines

We report herein an intermolecular syn-arylalkylation and alkenylalkylation of alkenyl amines with two different organohalides (iodides and bromides) using Ni(II) catalyst. The cleavable bidentate quinolinamide is utilized after extensive directing group screening to enable olefin difunctionalization with high levels of regio-, chemo-, and diastereocontrol. This general and practical protocol is compatible with α- or β-substituted terminal alkenes and internal alkenes, providing rapid access to branched aliphatic amines bearing two skipped and vicinal stereocenters with high diastereoselectivities that would otherwise be difficult to synthesize.

Are bis(pyridine)iodine(i) complexes applicable for asymmetric halogenation?

Enantiopure halogenated molecules are of tremendous importance as synthetic intermediates in the construction of pharmaceuticals, fragrances, flavours, natural products, pesticides, and functional materials. Enantioselective halofunctionalizations remain

Highly Regioselective 5-endo-tet Cyclization of 3,4-Epoxy Amines into 3-Hydroxypyrrolidines Catalyzed by La(OTf)3

Highly regioselective intramolecular aminolysis of 3,4-epoxy amines has been achieved. Key features of this reaction are (1) chemoselective activation of epoxides in the presence of unprotected aliphatic amines in the same molecules by a La(OTf)3 catalyst and (2) excellent regioselectivity for anti-Baldwin 5-endo-tet cyclization. This reaction affords 3-hydroxy-2-alkylpyrrolidines stereospecifically in high yields. DFT calculations revealed that the regioselectivity might be attributed to distortion energies of epoxy amine substrates. The use of this reaction was demonstrated by the first enantioselective synthesis of an antispasmodic agent prifinium bromide.

Nickel-Catalyzed 1,2-Carboamination of Alkenyl Alcohols

An alcohol-directed, nickel-catalyzed three-component umpolung carboamination of unactivated alkenes with aryl/alkenylboronic esters and electrophilic aminating reagents is reported. This transformation is enabled by specifically tailored O-(2,6-dimethoxybenzoyl)hydroxylamine electrophiles that suppress competitive processes, including undesired β-hydride elimination and transesterification between the alcohol substrate and electrophile. The reaction delivers the desired 1,2-carboaminated products with generally high regio- and syn-diastereoselectivity and exhibits a broad scope of coupling partners and alkenes, including complex natural products. Various mechanistic experiments and analysis of the stereochemical outcome with a cyclic alkene substrate, as confirmed by X-ray crystallographic analysis, support alcohol-directed syn-insertion of an organonickel(I) species.

Cu-Catalyzed Regioselective C-H Alkylation of Benzimidazoles with Aromatic Alkenes

Herein we report a novel Cu-catalyzed regioselective C2-H alkylation of benzimidazoles with aromatic alkenes. The reaction features exclusive regioselectivity and broad substrate scope in the intermolecular alkylation of benzimidazoles with terminal and i

Enantioselective Copper(I)/Chiral Phosphoric Acid Catalyzed Intramolecular Amination of Allylic and Benzylic C?H Bonds

Radical-involved enantioselective oxidative C?H bond functionalization by a hydrogen-atom transfer (HAT) process has emerged as a promising method for accessing functionally diverse enantioenriched products, while asymmetric C(sp3)?H bond amination remains a formidable challenge. To address this problem, described herein is a dual CuI/chiral phosphoric acid (CPA) catalytic system for radical-involved enantioselective intramolecular C(sp3)?H amination of not only allylic positions but also benzylic positions with broad substrate scope. The use of 4-methoxy-NHPI (NHPI=N-hydroxyphthalimide) as a stable and chemoselective HAT mediator precursor is crucial for the fulfillment of this transformation. Preliminary mechanistic studies indicate that a crucial allylic or benzylic radical intermediate resulting from a HAT process is involved.

Rhodium-Catalyzed Diverse Arylation of 2,5-Dihydrofuran: Controllable Divergent Synthesis via Four Pathways

The rhodium-catalyzed controllable diverse arylation of 2,5-dihydrofuran with arylboronic acids is reported. By fine-tuning of the reaction conditions, four different ring-opening or oxidative arylation pathways are controlled in the rhodium-catalyzed ary