Deoxygenative Arylation of Carboxylic Acids by Aryl Migration was written by Ruzi, Rehanguli;Ma, Junyang;Yuan, Xiang-Ai;Wang, Wenliang;Wang, Shanshan;Zhang, Muliang;Dai, Jie;Xie, Jin;Zhu, Chengjian. And the article was included in Chemistry – A European Journal in 2019.Application of 20776-54-9 This article mentions the following:
An unprecedented deoxygenative arylation of aromatic carboxylic acids was achieved, allowing the construction of an enhanced library of unsym. diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chem. allows for precise cleavage of a stronger C-O bond and formation of a weaker C-C bond by 1,5-aryl migration under mild reaction conditions. This new protocol was independent of substrate redox-potential, electronic, and substituent effects. It afforded a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Application of 20776-54-9).
2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Application of 20776-54-9
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com