57308-70-0Relevant articles and documents
Metal-Free, N-Iodosuccinimide-Induced Regioselective Iodophosphoryloxylation of Alkenes with P(O)?OH Bonds
Xiong, Biquan,Xu, Shipan,Zhu, Yu,Yao, Lei,Zhou, Congshan,Liu, Yu,Tang, Ke-Wen,Wong, Wai-Yeung
supporting information, p. 9556 - 9560 (2020/07/13)
A simple and efficient method for the regioselective iodophosphoryloxylation of alkenes with P(O)?OH bonds has been established by using NIS (N-iodosuccinimide) as the iodination reagent under transition-metal-free conditions. The present protocol is compatible with different functional groups, and suitable for various alkenes and P(O)?OH compounds. A variety of functionalized β-iodo-1-ethyl phosphinic/phosphoric acid esters are obtained in good to excellent yields, which could be further transformed to diversified building blocks for the synthesis of bioactive compounds, pharmaceuticals and functional materials.
Reaction of N,N′-Methylenebis(trifluoromethanesulfonamide) with Styrene under Oxidative Conditions
Moskalik, M. Yu.,Astakhova,Ganin,Shainyan
, p. 734 - 736 (2019/07/17)
The reaction of N,N′-methylenebis(trifluoromethanesulfonamide) with styrene in the oxidative system t-BuOCl/NaI affords triflamide, 2-iodo-1-phenylethanol, N,N′-bis(trifluoromethanesulfonyl)urea, and the product of styrene bistriflamidation. The mechanism
Palladium-Catalyzed Intermolecular Heck-Type Reaction of Epoxides
Teng, Shenghan,Tessensohn, Malcolm E.,Webster, Richard D.,Zhou, Jianrong Steve
, p. 7439 - 7444 (2018/07/15)
The palladium-catalyzed intermolecular Heck-type reaction of both cyclic and acyclic epoxides is reported with tolerance of typical polar groups and acidic protons. Suitable alkenes include styrenes, conjugate dienes, and some electron-deficient olefins. In reactions of aliphatic terminal epoxides, ring opening occurs selectively at terminal positions, and stereocenters of epoxides are fully retained. Mechanistic studies provide evidence for in situ conversion of epoxides to β-halohydrins, generation of alkyl radicals, and radical addition to alkenes as key steps. Cyclovoltammetric determination of reduction potentials suggests that during activation of alkyl iodides by palladium(0) complexes, inner-sphere halogen abstraction is more likely than outer-sphere single electron transfer.
