90347-63-0

Usage

Preparation

Obtained by reaction of acetyl chloride with 3-iodoanisole in the presence of aluminium chloride in carbon disulfide.

Upstream product

• 766-85-8 3-methoxy-1-iodobenzene 
• 75-36-5 acetyl chloride 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 75-05-8 acetonitrile 
• 105-53-3 diethyl malonate 
• 108-24-7 acetic anhydride 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 42465-53-2 1-(2-amino-4-methoxyphenyl)ethanone 
• 38487-85-3 4-methoxyanthranilonitrile 

Downstream Products

• 1192931-48-8 (E)-N-[1-(2-iodo-4-methoxyphenyl)ethylidene]-4-methoxyaniline 
• 1326778-71-5 (E)-1-(4-methoxy-2-(phenylamino)phenyl)ethanone oxime 
• 1326778-72-6 (E)-1-(4-methoxy-2-(4-methoxyphenylamino)phenyl)ethanone oxime 
• 1326778-73-7 (E)-1-(2-(4-chlorophenylamino)-4-methoxyphenyl)ethanone oxime 
• 1326778-76-0 C₉H₁₀INO₂ 
• 153967-96-5 5-methoxy-2-vinylbenzoic acid 
• 1225288-95-8 3,5,6-tris(4-chlorophenyl)-1,2,4-tris(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Palladium-catalyzed: Ortho -halogen-induced deoxygenative approach of alkyl aryl ketones to 2-vinylbenzoic acids

The 2-vinylbenzoic acids have wide applications in the field of polymer chemistry and are key precursors for the synthesis of important bioactive molecules. Herein, an ortho-halogen-induced deoxygenative approach for the generation of 2-vinylbenzoic acids from alkyl aryl ketones by palladium catalysis is discovered and explored. This approach requires no base or stoichiometric additives and can be carried out through a simple one-step process. Furthermore, the present reaction is scalable up to one-gram scale. The commercially available palladium on carbon (5 wt%) was used as a heterogeneous catalyst and showed excellent recyclability (5 times) without significant loss in catalytic activity. Pleasingly, under our optimized conditions, the alpha alkyl substituted 2-iodoacetophenones exhibit good diastereoselectivity and predominantly (E)-2-vinylbenzoic acids were obtained with good to excellent yields.

One-Pot Synthesis of Spirocyclopenta[ a]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel-Crafts-Type Cyclization

A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible reaction mechanism has been proposed on the basis of a series of deuterium labeling and control experiments.

FUSED AMINO PYRIDINE AS HSP90 INHIBITORS

The present invention relates to HSP90 inhibitors containing fused amino pyridine core that are useful as inhibitors of HSP90 and their use in the treatment of HSP90 related diseases and disorders such as cancer, an autoimmune disease, or a neurodegenerative disease.

A 6-exo-trig radical cyclization approach to the hydrochrysene skeleton

The synthetic approach to a functionalized hydrochrysene skeleton is described. The route is highlighted by a Birch reduction-alkylation sequence and a 6-exo-trig radical cyclization.

Dibenzocyclooctene-, Dibenzochalcocine-, and Diarenochalconinediones

2,2'-Oxybis-, -thiobis-, and -methylenebisbenzoic esters 2a-c react with methyllithium in ether to give low yields of 5H-dibenzochalcocine-5,7(6H)-diones 6a, 7a, and dibenzocyclooctene-5,7(6H,12H)-dione (8), respectively.Very good yields of such heterocycles with oxygen (6a-h, 37), sulfur (7a-h, 38) and selenium (36) as key atom are obtained when diaryl ethers (21, 22, 25), -sulfides (27, 29, 30), and -selenides (33) that contain 2'-acetyl- (or -propionyl-) and 2-methoxycarbonyl groups are treated with sodium hydride in boiling toluene.Analogously are prepared the dibenzoxonine-11,13(6H,12H)diones 62a-c and 7H-benzonaphthothionine-7,9-(8H)-dione (65) which are expanded by one ring member.In the analogous reaction of a corresponding benzophenone derivative 35, spiro-3(2H),3'-dione (41) is formed in a tandem reaction. - Under phase transfer conditions the dibenzochalcocinediones 6, 7, 36 and also the corresponding nitrogen cycles 5 react to give mixtures of C- (42-45) and O-alkyl derivatives (46-49).Methyllithium and diisobutylaluminium hydride provide the carbinols 50-54.With bromine and SO2Cl2, respectively, the methylene group is mono- or dihalogenated to the products 56, 57; defined nitration was only possible for the oxacycle 6a.