2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one

Base Information

• Chemical Name: 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one
• CAS No.: 124944-36-1
• Molecular Formula: C₁₇H₁₄OS
• Molecular Weight: 266.364
• Mol file: 124944-36-1.mol

Synonyms:

Chemical Property of 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one

There total 8 articles about 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one 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:

Bicyclo<4.3.0>nona-1(6),3-dien-7-one (75781-80-5) → 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one (124944-36-1,125073-19-0)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium bromide perbromide / CH₂Cl₂; pyridine / 0.5 h / 0 °C

2: acetone / 2 h / -60 °C / Irradiation

3: 840 mg / LiCl, Li₂CO₃ / hexamethylphosphoric acid triamide / 1.5 h / 80 °C

4: 1.) i-Pr₂NLi / 1.) hexane, THF, -78 deg C, 30 min 2.) hexane, THF, HMPA, RT, 1 h

With pyridinium hydrobromide perbromide; lithium carbonate; lithium chloride; lithium diisopropyl amide; In pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetone;

DOI:10.1021/jo00292a025

Reference yield:

5,6-Dibromo-2,3,4,5,6,7-hexahydro-inden-1-one (124944-24-7) → 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one (124944-36-1,125073-19-0)

Guidance literature:

Multi-step reaction with 3 steps

1: acetone / 2 h / -60 °C / Irradiation

2: 840 mg / LiCl, Li₂CO₃ / hexamethylphosphoric acid triamide / 1.5 h / 80 °C

3: 1.) i-Pr₂NLi / 1.) hexane, THF, -78 deg C, 30 min 2.) hexane, THF, HMPA, RT, 1 h

With lithium carbonate; lithium chloride; lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetone;

DOI:10.1021/jo00292a025

Reference yield:

2,3,4,7-Tetrahydro-3a,7a-etheno-inden-1-one (124944-22-5) → 2-Phenylsulfanyl-2,3-dihydro-3a,7a-etheno-inden-1-one (124944-36-1,125073-19-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium bromide perbromide / CH₂Cl₂; pyridine / 0.67 h / Ambient temperature

2: 840 mg / LiCl, Li₂CO₃ / hexamethylphosphoric acid triamide / 1.5 h / 80 °C

3: 1.) i-Pr₂NLi / 1.) hexane, THF, -78 deg C, 30 min 2.) hexane, THF, HMPA, RT, 1 h

With pyridinium hydrobromide perbromide; lithium carbonate; lithium chloride; lithium diisopropyl amide; In pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1021/jo00292a025

upstream raw materials:

<4.3.2>Propella-2,4,10-trien-7-one

diphenyldisulfane

Bicyclo<4.3.0>nona-1(6),3-dien-7-one

5,6-Dibromo-2,3,4,5,6,7-hexahydro-inden-1-one

Downstream raw materials:

2-Benzenesulfinyl-2,3-dihydro-3a,7a-etheno-inden-1-one