17924-66-2

Upstream product

• 821-41-0 5-Hexen-1-ol 
• 591-50-4 iodobenzene 
• 98096-54-9 C₁₄H₂₃NO₂ 
• 100-52-7 benzaldehyde 
• 34626-52-3 5-hydroxypentyltriphenylphosphonium bromide 
• 4221-03-8 5-hydroxypentanal 
• 100-39-0 benzyl bromide 
• 105986-58-1 (E)-6-Phenyl-hex-5-enoic acid ethyl ester 
• 627-30-5 1-chloro-3-hydroxypropane 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 108-86-1 bromobenzene 
• 928-90-5 5-hexyl-1-ol 
• 17814-85-6 (4-carboxybutyl)triphenylphosphonium bromide 
• 4248-25-3 ethyl 6-oxo-6-phenylhexanoate 

Downstream Products

• 197707-45-2 methanesulfonate of 6-phenyl-(5E)-hexenol 
• 13664-87-4 trans-6-Phenyl-hexen-⁽⁵⁾-yl-⁽¹⁾-p-brom-benzolsulfonat 
• 36884-77-2 trans-6-phenyl-5-hexenal 
• 205746-41-4 ((E)-6-Azido-hex-1-enyl)-benzene 
• 57238-66-1 (E)-7-phenylhept-6-en-2-one 
• 13664-89-6 6-Phenyl-hexyl-p-brom-benzolsulfonat 
• 157723-90-5 E-6-iodo-1-phenyl-1-hexene 
• 148470-67-1 (E)-6-(benzylthio)-1-phenyl-1-hexene 
• 117324-66-0 Toluene-4-sulfonic acid (E)-6-phenyl-hex-5-enyl ester 
• 2430-16-2 6-phenyl-1-hexanol 
• 128577-79-7 3-[3-(2-Ethoxycarbonyl-ethyl)-4-((E)-6-phenyl-hex-5-enyloxy)-benzoyl]-benzoic acid ethyl ester 
• 128578-05-2 3-[3-(2-Carboxy-ethyl)-4-((E)-6-phenyl-hex-5-enyloxy)-benzoyl]-benzoic acid 
• 220791-77-5 (E)-1-<2-(methoxymethoxy)-3,6-dimethylphenyl>-6-phenyl-5-hexen-1-ol 
• 220791-76-4 (E)-1-<2-methoxy-6-(methoxymethoxy)phenyl>-6-phenyl-5-hexen-1-ol 

Relevant academic research and scientific papers

Tandem Pd-catalyzed C-C coupling/recyclization of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitro alkanes

The first successful synthesis of 1H-2,3-benzoxazine 3-oxides has been described. The efficiency of the approach is provided by the C-C-coupling of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitroalkanes catalyzed by Pd(dba)2/JohnPhos system followed by in situ recyclization of the intermediates. Several representative transformations allowing selective modification of the nitronate as well as malonate functionalities in the resulting compounds are demonstrated.

Aminolithiation–arylation consecutive cyclization of N-(2-fluorophenyl)methylaminoalkylstyryls giving aryl-substituted pyrido[1,2-b]isoquinolines

Aminolithiation–arylation tandem cyclization of N-(2-fluorophenyl)methylaminoalkylstyryls proceeded smoothly to give hexahydro-2H-pyrido[1,2-b]isoquinoline using a stoichiometric amount of n-BuLi with high trans selectivity. The arylation reaction was highly accelerated by the addition of HMPA. Both pyrido- and pyrrolo-[1,2-b]isoquinoline were successfully constructed by this tandem reaction.

Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction

In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

Copper-Catalyzed Diastereoselective Synthesis of Trifluoromethylated Tetrahydrofurans

The copper-catalyzed intramolecular diastereoselective trifluoromethylcycloetherification of homoallylic alcohols with Togni's reagent as trifluoromethylating reagent was realized under mild conditions. Various trifluoromethylated tetrahydrofurans were synthesized in moderate to good yields. Moreover, a wide range of common functional groups was tolerated.

Photoredox Activation of SF6for Fluorination

We report the first practical use of SF6as a fluorinating reagent in organic synthesis. Photoredox catalysis enables the in situ conversion of SF6, an inert gas, into an active fluorinating species by using visible light. Under these conditions, deoxyfluorination of allylic alcohols is effected with high chemoselectivity and is tolerant of a wide range of functional groups. Application of the methodology in a continuous-flow setup achieves comparable yields to those obtained with a batch setup, while providing drastically increased material throughput of valuable allylic fluoride products.

Catalytic olefin hydroamination with aminium radical cations: A photoredox method for direct C-N bond formation

While olefin amination with aminium radical cations is a classical method for C-N bond formation, catalytic variants that utilize simple 2° amine precursors remain largely undeveloped. Herein we report a new visible-light photoredox protocol for the intramolecular anti-Markovnikov hydroamination of aryl olefins that proceeds through catalytically generated aminium radical intermediates. Mechanistic studies are consistent with a process involving amine oxidation via electron transfer, turnover-limiting C-N bond formation, and a second electron transfer step to reduce a carbon-centered radical, rendering the overall process redox-neutral. A range of structurally diverse N-aryl heterocycles can be prepared in good to excellent yields under conditions significantly milder than those required by conventional aminium-based protocols.

Step-economical synthesis of taxol-like tricycles through a palladium-catalyzed domino reaction

A quick and easy way to produce tricycles related to the core structure of taxanes has been achieved using a palladium-catalyzed domino reaction (see scheme, Bz=benzoyl). These studies have been performed with function-oriented synthesis in mind. An effic

Synthesis of a structural analogues of the cinchona alkaloids

Five olefins, each possessing an aryl (Ar) group, an aliphatic moiety, and a protected amino group as N-Teoc (-CO2(CH2)TMS) or N3 at the aliphatic end, were converted to the corresponding epoxides with high ee. The amino g

Microwave-assisted one-pot hydrostannylation/Stille couplings.

In a fraction of the time required by conventional methods, microwave-accelerated one-pot hydrostannylation/Stille coupling allows 1-alkynes to be efficiently transformed into 1,3-dienes or styrenes.

Facile synthesis of the fused 6-6-5 ring system containing chroman ring from 2-(1-hydroxy-5-alkenyl)phenol derivatives via intramolecular inverse- electron-demand diels-alder reaction

A simple and facile synthesis of the fused 6-6-5 ring system, i.e., 1,2,3,3a,4,9b-hexahydrocyclopenta[c][1]benzopyrans, was achieved through the intramolecular [4+2] cycloaddition of o-quinonemethides generated from 2-(1- hydroxy-5-alkenyl)phenol derivatives under acidic conditions. In general, cis-fused tricyclic compounds of 6-6-5 ring system were obtained as the major products. Reactivity and selectivity of the cycloaddition reaction depended on the substituents on the aromatic ring and in the dienophilic olefin moiety.