1350468-08-4Relevant academic research and scientific papers
Nickel-Catalyzed Mizoroki–Heck-Type Reactions of Unactivated Alkyl Bromides
Kwiatkowski, Megan R.,Alexanian, Erik J.
supporting information, p. 16857 - 16860 (2018/11/27)
The development of a general, nickel-catalyzed alkyl-Mizoroki–Heck reaction of unactivated alkyl bromides is described. The mild reaction proceeds efficiently using a wide range of primary and secondary alkyl bromides, and examples of intermolecular cross
Palladium-Catalyzed Carbocyclizations of Unactivated Alkyl Bromides with Alkenes Involving Auto-tandem Catalysis
Venning, Alexander R. O.,Kwiatkowski, Megan R.,Roque Pe?a, Joan E.,Lainhart, Brendan C.,Guruparan, Akil A.,Alexanian, Erik J.
supporting information, p. 11595 - 11600 (2017/08/30)
The development of a general catalytic system for the palladium-catalyzed carbocyclization of unactivated alkyl bromides with alkenes is described. This approach uses a commercially available bisphosphine ligand and avoids the use of carbon monoxide atmosphere present in prior studies involving alkyl iodides. Detailed mechanistic studies of the transformation are performed, which are consistent with auto-tandem catalysis involving atom-transfer radical cyclization followed by catalytic dehydrohalogenation. These studies also suggest that reactions involving alkyl iodides may proceed through a metal-initiated, rather than metal-catalyzed, radical chain process.
Palladium-catalyzed heck-type reactions of alkyl iodides
Bloome, Kayla S.,McMahen, Rebecca L.,Alexanian, Erik J.
, p. 20146 - 20148 (2012/02/01)
A palladium-catalyzed Heck-type reaction of unactivated alkyl iodides is described. This process displays broad substrate scope with respect to both alkene and alkyl iodide components and provides efficient access to a variety of cyclic products. The reaction is proposed to proceed via a hybrid organometallic-radical mechanism, facilitating the Heck-type process with alkyl halide coupling partners. Initial intermolecular studies are also reported, demonstrating the potentially wide applicability of this approach in synthesis.
