1871-37-0Relevant articles and documents
Nickel-Catalyzed Cross-Coupling of Aryl Redoxactive Esters with Aryl Zinc Reagents
Shih, Bo-Hao,Basha, R. Sidick,Lee, Chin Fa
, p. 8862 - 8866 (2019/09/30)
A nickel-catalyzed aryl-aroyloxyl C(sp2)-O radical cross-coupling reaction conducted using a redox active ester with aryl zinc reagent was developed. This method demonstrates a new disconnection approach for formation of aryl aryl esters. In the one-pot sequential process, the readily available aryl carboxylic acids can be converted into functionalized aryl aryl esters and heteroaryl esters. This protocol is amenable to the gram-scale synthesis. The present method has a wide substrate scope and high functional group tolerance.
Fluorine-containing diaryliodonium salt and application thereof
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Paragraph 0053; 0054; 0055; 0056; 0057; 0058, (2017/01/02)
The invention relates to fluorine-containing diaryliodonium salt as well as a preparation method and an application thereof. The fluorine-containing diaryliodonium salt has a structure represented as a formula I and is taken as an arylation reagent. The fluorine-containing diaryliodonium salt has the advantages that the preparation is easy, when the fluorine-containing diaryliodonium salt is applied to an arylation reaction, the arylation reaction condition is relatively mild, the selectivity of an arylation product is good and the like; in the formula I shown in the specification, R1 represents an aromatic ring group or a heteroaromatic ring group or represents a substituted aromatic ring group or a substituted heteroaromatic ring group, and Y represents a univalent organic or inorganic acid radical anion.
Metal-free arylation of oxygen nucleophiles with diaryliodonium salts
Jalalian, Nazli,Petersen, Tue B.,Olofsson, Berit
supporting information, p. 14140 - 14149,10 (2012/12/12)
Phenols and carboxylic acids are efficiently arylated with diaryliodonium salts. The reaction conditions are mild, metal free, and avoid the use of halogenated solvents, additives, and excess reagents. The products are obtained in good-to-excellent yields after short reaction times. Steric hindrance is very well tolerated, both in the nucleophile and diaryliodonium salt. The scope includes ortho- and halo-substituted products, which are difficult to obtain by metal-catalyzed protocols. Many functional groups are tolerated, including carbonyl groups, heteroatoms, and alkenes. Unsymmetric salts can be chemoselectively utilized to obtain products with hitherto unreported levels of steric congestion. The arylation has been extended to sulfonic acids, which can be converted to sulfonate esters by two different approaches. With recent advances in efficient synthetic procedures for diaryliodonium salts the reagents are now inexpensive and readily available. The iodoarene byproduct formed from the iodonium reagent can be recovered quantitatively and used to regenerate the diaryliodonium salt, which improves the atom economy. Copyright