3-cinnamylthiophene

Base Information

• Chemical Name: 3-cinnamylthiophene
• CAS No.: 133039-41-5
• Molecular Formula: C₁₃H₁₂S
• Molecular Weight: 200.304
• Mol file: 133039-41-5.mol

Synonyms:3-cinnamylthiophene

Chemical Property of 3-cinnamylthiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-cinnamylthiophene

There total 10 articles about 3-cinnamylthiophene 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: 96.0%

Thien-3-ylboronic acid (6165-69-1) + (E)-cinnamyl phenyl ether (16519-25-8) → (E)-1-phenyl-3-(thiophen-3-yl)propene (133039-41-5)

Guidance literature:

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); triethylamine; In water; at 20 ℃; for 20h;

DOI:10.1021/ja905082c

Reference yield: 94.0%

Thien-3-ylboronic acid (6165-69-1) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (E)-1-phenyl-3-(thiophen-3-yl)propene (133039-41-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1039/b804991b

Reference yield: 82.0%

Thien-3-ylboronic acid (6165-69-1) + 3-bromo-1-phenyl-1-propenyl bromide (4392-24-9) → 3-cinnamylthiophene (133039-41-5)

Guidance literature:

With potassium fluoride; C₅₂H₈₀N₂O₃₉Pd; In water; at 60 ℃; for 0.5h;

DOI:10.1016/j.carbpol.2018.07.089

upstream raw materials:

thiophene

(E)-cinnamyl(tributyl)tin

Thien-3-ylboronic acid

(2E)-3-phenyl-2-propen-1-ol

Refernces

• 1、 Wang, Gaonan,Gan, Yi,Liu, Yuanhong. "Nickel-Catalyzed Direct Coupling of Allylic Alcohols with Organoboron Reagents". supporting information. p. 916 - 920. Retrieved 2018/09/22.
• 2、 Luo, Kaixiu,Zhang, Lu,Yang, Rui,Jin, Yi,Lin, Jun. "Picolinamide modified β-cyclodextrin/Pd (II) complex: Asupramolecular catalyst for Suzuki-Miyaura coupling of aryl, benzyl and allyl halides with arylboronic acids in water". . p. 200 - 210. Retrieved 2018/08/09.