195624-84-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Iodo-1-methoxy-4-(trifluoromethyl)benzene is used as a reagent for the preparation of chiral hydropyrimidines, which are important in the pharmaceutical industry. These chiral compounds are often key components in the development of new drugs, particularly those targeting specific biological receptors or enzymes. The unique structure of 2-iodo-1-methoxy-4-(trifluoromethyl)benzene allows for the synthesis of chiral hydropyrimidines with desired stereochemistry, enhancing the effectiveness and selectivity of the resulting pharmaceuticals.
Additionally, due to its reactivity and functional groups, 2-iodo-1-methoxy-4-(trifluoromethyl)benzene may also find applications in other areas of the chemical industry, such as in the synthesis of various organic compounds, materials, or intermediates for further chemical transformations.

Upstream product

• 4864-01-1 2-methoxy-5-(trifluoromethyl)-benzoic acid 
• 402-52-8 methyl 4-(trifluoromethyl)phenyl ether 

Downstream Products

• 1449697-06-6 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional molecules, and efficient methods for their synthesis from chemical feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I2. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined. Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I2 as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.

Exploring the potential of diarylacetylenediols as hydrogen bonding catalysts

In the course of a search for new classes of hydrogen bonding catalysts, we have examined diarylacetylenediols as potential catalysts for the Diels-Alder reaction. General and efficient methods have been developed for the preparation of these diols. Their structures were systematically modified, and increased activity was observed for those possessing an electron-withdrawing group on the aryl groups. The electron-deficient diarylacetylenediol catalysts, while more active, undergo spontaneous cyclization to the corresponding benzo[b]furans. A mechanism is postulated to explain this facile transformation. Computational studies performed on 2-ethynylphenol help to explain the effect of the alkyne on the conformation and hydrogen bond donating ability of the adjacent OH group. Finally, the crystal structure of one of the diols is reported, and it displays an intricate network of intermolecular hydrogen bonds.