4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole

Base Information

• Chemical Name: 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole
• CAS No.: 1423039-48-8
• Molecular Formula: C₂₂H₂₃N
• Molecular Weight: 301.431
• Mol file: 1423039-48-8.mol

Synonyms:4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole

Chemical Property of 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole

There total 5 articles about 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole 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%

allyl 3,3-difluoro-3,4-dihydro-1H-carbazole-9(2H)-carboxylate (1423039-26-2) + 4-methylphenylboronic acid (5720-05-8) → 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole (1423039-48-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethyl borane; In hexane; dichloromethane; at 50 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol400110c

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole (1423039-48-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: difluoro-4-morpholinylsulfonium tetrafluoroborate; triethylamine tris(hydrogen fluoride) / dichloromethane / 24 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / acetone / 1 h / Inert atmosphere

3.1: acetic acid / 140 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

4.2: 16 h / 0 - 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethyl borane / dichloromethane; hexane / 16 h / 50 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethyl borane; difluoro-4-morpholinylsulfonium tetrafluoroborate; sodium hydride; acetic acid; triethylamine tris(hydrogen fluoride); In hexane; dichloromethane; N,N-dimethyl-formamide; acetone; 5.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/ol400110c

Reference yield:

8,8-difluoro-1,4-dioxaspiro[4,5]decane (176251-49-3) → 4a-allyl-6-p-tolyl-2,3,4,4a-tetrahydro-1H-carbazole (1423039-48-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / acetone / 1 h / Inert atmosphere

2.1: acetic acid / 140 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 16 h / 0 - 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethyl borane / dichloromethane; hexane / 16 h / 50 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethyl borane; sodium hydride; acetic acid; In hexane; dichloromethane; N,N-dimethyl-formamide; acetone; 4.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/ol400110c

upstream raw materials:

allyl 3,3-difluoro-3,4-dihydro-1H-carbazole-9(2H)-carboxylate

4-methylphenylboronic acid

8,8-difluoro-1,4-dioxaspiro[4,5]decane

4,4-difluorocyclohexanone

Refernces