1035-93-4Relevant articles and documents
Metal-Free Cyclopropanol Ring-Opening C(sp3)-C(sp2) Cross-Couplings with Aryl Sulfoxides
Chen, Dengfeng,Fu, Yuanyuan,Cao, Xiaoji,Luo, Jinyue,Wang, Fei,Huang, Shenlin
, p. 5600 - 5605 (2019/08/01)
A metal-free method for formal β-arylation/heteroarylation of ketones through efficient cyclopropanol ring-opening cross-couplings with aryl sulfoxides at room temperature has been developed. This protocol shows a broad substrate scope and promising scalability. In addition, the utility of the β-arylated ketones is further demonstrated through a variety of postcoupling transformations and synthetic applications.
TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles
Abdukader, Ablimit,Sun, Yadong,Zhang, Zengpeng,Liu, Chenjiang
, p. 43 - 47 (2017/11/23)
A TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles was developed, providing 3,5-diarylisoxazoles in good yields. Functional groups such as methoxy, ethyoxyl, chloro, bromo, fluoro and nitro were well tolerated in this reaction
Phosphine- and copper-free palladium catalyzed one-pot four-component carbonylation reaction for the synthesis of isoxazoles and pyrazoles
Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham
supporting information, p. 837 - 840 (2016/02/05)
The palladium catalyzed one-pot synthesis of isoxazoles and pyrazoles from aryl iodides, terminal alkynes, chromium hexacarbonyl and hydroxylamine hydrochloride or aqueous hydrazine solution is described. The Sonogashira carbonylative coupling intermediate was trapped in situ by hydroxylamine hydrochloride or aqueous hydrazine to deliver isoxazoles or pyrazoles, respectively, in high yields. This efficient method proceeds at atmospheric pressure and moderate temperature and does not require the use of copper, phosphine ligands or gaseous carbon monoxide.
Preparation of 3,5-disubstituted pyrazoles and isoxazoles from terminal alkynes, aldehydes, hydrazines, and hydroxylamine
Harigae, Ryo,Moriyama, Katsuhiko,Togo, Hideo
, p. 2049 - 2058 (2014/04/03)
The reaction of terminal alkynes with n-BuLi, and then with aldehydes, followed by the treatment with molecular iodine, and subsequently hydrazines or hydroxylamine provided the corresponding 3,5-disubstituted pyrazoles or isoxazoles in good yields with high regioselectivity, through the formations of propargyl secondary alkoxides and α-alkynyl ketones. The present reactions are one-pot preparation of 3,5-disubstituted pyrazoles from terminal alkynes, aldehydes, molecular iodine, and hydrazines, and 3,5-disubstituted isoxazoles from terminal alkynes, aldehydes, molecular iodine, and hydroxylamine.