60754-94-1Relevant academic research and scientific papers
Highly efficient allyl cross-coupling reactions of allylindiums with organic electrophiles
Lee, Kooyeon,Lee, Jinsung,Lee, Phil Ho
, p. 8265 - 8268 (2007/10/03)
This paper describes highly efficient allyl cross-coupling reactions of allylindiums with organic electrophiles such as aryl and vinyl triflates, vinyl halides, dibromoolefin, and alkynyl iodide. The reactions were carried out using 4 mol % Pd(PPh3)4 in the presence of 3 equiv of LiCl in DMF at 100 °C under a nitrogen atmosphere. Allylindium, generated from the reaction of 1 equiv of indium with 1.5 equiv of allyl halide, gave the best result as a coupling partner. The present method is mild and simple to apply, and it produces a diverse range of allylic compounds in good to excellent yields.
Nickel-Catalyzed Olefination of Cyclic Benzylic Dithioacetals by Grignard Reagents. Scope and Mechanism
Ni, Zhi-Jie,Mei, Nai-Wen,Shi, Xian,Tzeng, Yih-Ling,Wang, Maw Cherng,Luh, Tien-Yau
, p. 4035 - 4042 (2007/10/02)
The details of the first nickel-catalyzed olefination of cyclic dithioacetals to form substituted styrenes and aryl-substituted 1,4-pentadienes are described.The reaction represents a new synthetic use of the dithioacetal functionality.Only nickel complexes catalyzes these cross-coupling reactions; palladium complexes displayed no catalytic activity under the reaction conditions employed.Selective coupling occurred.A mechanism for the reaction is proposed.The experimental evidence indicates that, in these nickel-catalyzed couplings, cyclic dithioacetals are more reactive than their acyclic analogues.This increased reactivity appears to be the result of maintaining the two sulfur atoms in close proximity to each other by the use of a short chain of methylene groups.
