16491-63-7Relevant articles and documents
Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling
Tu, Hai-Yong,Wang, Fang,Huo, Liping,Li, Yuanbo,Zhu, Shengqing,Zhao, Xian,Li, Huan,Qing, Feng-Ling,Chu, Lingling
supporting information, p. 9604 - 9611 (2020/07/14)
A nickel-catalyzed, enantioselective, three-component fluoroalkylarylation of unactivated alkenes with aryl halides and perfluoroalkyl iodides has been described. This cross-electrophile coupling protocol utilizes a chiral nickel/BiOx system as well as a pendant chelating group to facilitate the challenging three-component, asymmetric difunctionalization of unactivated alkenes, providing direct access to valuable chiral β-fluoroalkyl arylalkanes with high efficiency and excellent enantioselectivity. The mild conditions allow for a broad substrate scope as well as good functional group toleration.
An efficient iron catalyzed regioselective acylative cleavage of ethers: Scope and mechanism
Bodduri, V.D. Vijaykumar,Choi, Kyung-Min,Vaidya, Raghavender Rao,Patil, Kalpesh,Chirumarry, Sridhar,Jang, Kiwan,Yoon, Yong-Jin,Falck, John R.,Shin, Dong-Soo
supporting information, p. 7089 - 7093 (2015/12/01)
A method involving iron catalyzed acylative cleavage of cyclic and acyclic ethers with acyl/aroyl chlorides has been studied to produce chloroesters and esters respectively. Examination of the scope revealed that less electron rich alkyl group in unsymmetric, acyclic ether was acylated while the chloride derived from the counterpart moiety was volatile and difficult to isolate. In contrast, α-branched cyclic ethers were converted to the corresponding primary ester and secondary chloride. Steric hindrance of ether also plays an important role in acylative C-O bond cleavage. The mechanism of ether cleavage is proposed to involve a single electron initiated SN1 dissociative pathway.
Use of diethoxymethane as a solvent for phase-transfer esterification of carboxylic acids
Coleman, M. Todd
scheme or table, p. 1911 - 1913 (2012/06/04)
The esterification of carboxylic acids with selected primary alkyl halides in diethoxymethane (DEM) utilizing solid-liquid phase-transfer catalysis has been studied. The use of DEM as the solvent simplifies the process in that a single solvent can be used for both reaction and workup.