18869-27-7Relevant articles and documents
REACTION OF CYCLOHEXYL BROMIDE WIRH VINYL COMPOUNDS IN THE PRESENCE OF A NICKEL CATALYST
Lebedev, S. A.,Lopatina, V. S.,Shifrina, R. R.,Petrov, E. S.,Beletskaya, I. P.
, p. 2178 (1983)
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A Solid-Phase Assisted Flow Approach to In Situ Wittig-Type Olefination Coupling
Aldrich-Wright, Janice R.,Dankers, Christian,Gordon, Christopher P.,Polyzos, Anastasios,Tadros, Joseph
supporting information, p. 4184 - 4194 (2021/08/24)
Described herein is the development of a continuous flow, solid-phase triphenylphosphine (PS-PPh3) assisted protocol to facilitate the in situ coupling of reciprocal pairs of halogen and carbonyl functionalised molecular pairs by a Wittig olefination within 15 mins. The protocol entails injecting a single solution (1 : 1 CHCl3 : EtOH) containing the halogenated and carbonyl-based substrates into a continuously flowing stream of CHCl3 : EtOH (1 : 1), passed through a fixed bed of K2CO3 and PS-PPh3. With advancement to the previous PS-PPh3 coupling procedures, the method employs a traditional polystyrene-based immobilisation matrix, the substrate scope of the protocol extended to substituted ketones, secondary alkyl chlorides, and an unprotected maleimide scaffold.
Visible-Light-Mediated Alkenylation of Alkyl Boronic Acids without an External Lewis Base as an Activator
Yue, Fuyang,Dong, Jianyang,Liu, Yuxiu,Wang, Qingmin
, p. 2477 - 2481 (2021/04/05)
Herein we report a protocol for the direct visible-light-mediated alkenylation of alkyl boronic acids at room temperature without an external Lewis base as an activator, and we propose a mechanism involving benzenesulfinate activation of the alkyl boronic acids. The protocol permits the efficient functionalization of a broad range of cyclic and acyclic primary and secondary alkyl boronic acids with various alkenyl sulfones. We demonstrated its utility by preparing or functionalizing several pharmaceuticals and natural products.