Iodonium, phenyl-, 3,4-dihydro-1,3,4-trioxo-2(1H)-naphthalenylide

Base Information

• Chemical Name: Iodonium, phenyl-, 3,4-dihydro-1,3,4-trioxo-2(1H)-naphthalenylide
• CAS No.: 117560-06-2
• Molecular Formula: C16H9IO3
• Molecular Weight: 376.15
• Mol file: 117560-06-2.mol

Synonyms:

Chemical Property of Iodonium, phenyl-, 3,4-dihydro-1,3,4-trioxo-2(1H)-naphthalenylide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Iodonium, phenyl-, 3,4-dihydro-1,3,4-trioxo-2(1H)-naphthalenylide

There total 2 articles about Iodonium, phenyl-, 3,4-dihydro-1,3,4-trioxo-2(1H)-naphthalenylide 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: 100.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + [bis(acetoxy)iodo]benzene (3240-34-4) → 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide (117560-06-2)

Guidance literature:

In dichloromethane; at 10 - 20 ℃; for 1h; Inert atmosphere;

Reference yield: 92.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + (Diacetoxyiodo)-benzol → 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide (117560-06-2)

Guidance literature:

In chloroform; for 5h; Ambient temperature;

Reference yield: 92.0%

Thien-3-ylboronic acid (6165-69-1) + 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide (117560-06-2) → iodobenzene (591-50-4) + 2-hydroxy-3-(thiophen-3-yl)naphthalene-1,4-dione (918905-42-7) + 3-phenylthiophene (2404-87-7)

Guidance literature:

With lithium hydroxide; tri-tert-butyl phosphine; palladium diacetate; In 1,2-dimethoxyethane; water; at 20 ℃; for 5h;

DOI:10.1055/s-2006-950447

upstream raw materials:

2-hydroxynaphtho-1,4-quinone

[bis(acetoxy)iodo]benzene

Downstream raw materials:

2-phenylnaphtho[2,3-b]furan-4,9-dione

benzaldehyde

2-benzoyloxy-3-chloro-1,4-naphthoquinone

1H-indene-1,3(2H)-dione

Refernces

• 1、 -. "Synthetic method of napabucasin homolog". Paragraph 0032-0036. . Retrieved 2020/03/02.
• 2、 Inagaki, Ryuta,Ninomiya, Masayuki,Tanaka, Kaori,Watanabe, Kunitomo,Koketsu, Mamoru. "Synthesis and cytotoxicity on human leukemia cells of furonaphthoquinones isolated from Tabebuia plants". . p. 670 - 673. Retrieved 2013/07/11.