(E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

Base Information

Chemical Name:(E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole
CAS No.:1452139-15-9
Molecular Formula:C₁₈H₁₆FN
Molecular Weight:265.33
Hs Code.:

Synonyms:

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Chemical Property of (E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

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Technology Process of (E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

There total 6 articles about (E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

: (4E)-6-(4-fluorophenyl)-1-phenylhex-4-en-1-one O-(perfluorobenzoyl)oxime

: 1452139-15-9
(E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

: 1452139-16-0
(Z)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

: 1452139-17-1
(E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; In N,N-dimethyl-formamide; at 90 ℃; Overall yield = 67 %Spectr.; stereoselective reaction; Catalytic behavior; Inert atmosphere;
DOI:10.1021/ol4023112

Reference yield:

: 1737-16-2
1-allyl-4-fluorobenzene

: 1452139-15-9
(E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

: 1452139-16-0
(Z)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

Guidance literature:: Multi-step reaction with 6 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 40 °C

2.1: diisobutylaluminium hydride / dichloromethane / 0.25 h / -78 °C

3.1: phosphorus tribromide / diethyl ether / 18 h / 0 - 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C

4.2: 18 h / 50 °C

4.3: 3 h / Reflux

5.1: hydroxylamine hydrochloride; sodium acetate / methanol / 80 °C

5.2: 0 - 20 °C

6.1: triethylamine; tris-(dibenzylideneacetone)dipalladium(0); tris<3,5-bis(trifluoromethyl)phenyl>phosphane / N,N-dimethyl-formamide / 90 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Hoveyda-Grubbs catalyst second generation; hydroxylamine hydrochloride; sodium acetate; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; triethylamine; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; mineral oil; 6.1: |Heck Reaction;
DOI:10.1021/ol4023112

Reference yield:

: 1452139-08-0
ethyl (E)-4-(4-fluorophenyl)but-2-enoate

: 1452139-15-9
(E)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

: 1452139-16-0
(Z)-2-(4-fluorostyryl)-5-phenyl-3,4-dihydro-2H-pyrrole

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / dichloromethane / 0.25 h / -78 °C

2.1: phosphorus tribromide / diethyl ether / 18 h / 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C

3.2: 18 h / 50 °C

3.3: 3 h / Reflux

4.1: hydroxylamine hydrochloride; sodium acetate / methanol / 80 °C

4.2: 0 - 20 °C

5.1: triethylamine; tris-(dibenzylideneacetone)dipalladium(0); tris<3,5-bis(trifluoromethyl)phenyl>phosphane / N,N-dimethyl-formamide / 90 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydroxylamine hydrochloride; sodium acetate; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride; triethylamine; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; mineral oil; 5.1: |Heck Reaction;
DOI:10.1021/ol4023112