2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione
• CAS No.: 1621387-07-2
• Molecular Formula: C₁₆H₁₀FNO₃
• Molecular Weight: 283.259
• Mol file: 1621387-07-2.mol

Synonyms:2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione

Chemical Property of 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione

There total 4 articles about 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione 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: 56.0%

N-hydroxyphthalimide (524-38-9) + 4-fluorophenylvinylboronic acid (1301266-96-5) → 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione (1621387-07-2)

Guidance literature:

With pyridine; oxygen; copper diacetate; sodium sulfate; In 1,2-dichloro-ethane; at 20 ℃; for 48h;

DOI:10.1021/ja506579t

Reference yield:

para-fluorostyrene (405-99-2) → 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione (1621387-07-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic acid; lithium bromide; sodium periodate / 20 °C

2.1: potassium carbonate / methanol; tetrahydrofuran / 3 h / 20 °C

3.1: tert.-butyl lithium / diethyl ether; hexane / 0.5 h / -78 °C

3.2: -78 °C

4.1: hydrogenchloride / water / 2 h / 20 °C

5.1: copper diacetate; sodium sulfate; pyridine; oxygen / 1,2-dichloro-ethane / 48 h / 20 °C

With pyridine; hydrogenchloride; sodium periodate; tert.-butyl lithium; oxygen; copper diacetate; potassium carbonate; acetic acid; sodium sulfate; lithium bromide; In tetrahydrofuran; methanol; diethyl ether; hexane; water; 1,2-dichloro-ethane;

DOI:10.1021/ja506579t

Reference yield:

1-(1,2-dibromoethyl)-4-fluorobenzene (350-35-6) → 2-((1-(4-fluorophenyl)vinyl)oxy)isoindoline-1,3-dione (1621387-07-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / methanol; tetrahydrofuran / 3 h / 20 °C

2.1: tert.-butyl lithium / diethyl ether; hexane / 0.5 h / -78 °C

2.2: -78 °C

3.1: hydrogenchloride / water / 2 h / 20 °C

4.1: copper diacetate; sodium sulfate; pyridine; oxygen / 1,2-dichloro-ethane / 48 h / 20 °C

With pyridine; hydrogenchloride; tert.-butyl lithium; oxygen; copper diacetate; potassium carbonate; sodium sulfate; In tetrahydrofuran; methanol; diethyl ether; hexane; water; 1,2-dichloro-ethane;

DOI:10.1021/ja506579t

upstream raw materials:

para-fluorostyrene

N-hydroxyphthalimide

4-fluorophenylvinylboronic acid

1-(1,2-dibromoethyl)-4-fluorobenzene

Refernces

• 1、 Phipps, Erik J.T.,Rovis, Tomislav. "Rh(III)-Catalyzed C-H Activation-Initiated Directed Cyclopropanation of Allylic Alcohols". . p. 6807 - 6811. Retrieved 2019/05/10.
• 2、 Piou, Tiffany,Rovis, Tomislav. "Rh(III)-catalyzed cyclopropanation initiated by C-H activation: Ligand development enables a diastereoselective [2 + 1] annulation of N-enoxyphthalimides and alkenes". . p. 11292 - 11295. Retrieved 2014/09/17.