14799-60-1Relevant academic research and scientific papers
Visible photocatalysis of novel oxime phosphonates: Synthesis of β-aminophosphonates
Li, Yong-Hong,Wang, Chun-Hai,Gao, Su-Qian,Qi, Feng-Ming,Yang, Shang-Dong
supporting information, p. 11888 - 11891 (2019/10/11)
A novel type of oxime phosphonate was synthesized and used in the intermolecular cascade radical addition reaction of alkenes to access β-aminophosphonates via visible-light-driven N-centered iminyl radical-mediated and redox-neutral selective C-P single-bond cleavage in an active phosphorus radical route. The procedure is characterized by its ability to achieve the construction of Csp3-P and Csp3-N bonds without the requirement for oxidants and bases.
Regioselective Simmons-Smith-type cyclopropanations of polyalkenes enabled by transition metal catalysis
Werth, Jacob,Uyeda, Christopher
, p. 1604 - 1609 (2018/02/14)
A [i-PrPDI]CoBr2 complex (PDI = pyridine-diimine) catalyzes Simmons-Smith-type reductive cyclopropanation reactions using CH2Br2 in combination with Zn. In contrast to its non-catalytic variant, the cobalt-catalyzed cyclopropanation is capable of discriminating between alkenes of similar electronic properties based on their substitution patterns: monosubstituted > 1,1-disubstituted > (Z)-1,2-disubstituted > (E)-1,2-disubstituted > trisubstituted. This property enables synthetically useful yields to be achieved for the monocyclopropanation of polyalkene substrates, including terpene derivatives and conjugated 1,3-dienes. Mechanistic studies implicate a carbenoid species containing both Co and Zn as the catalytically relevant methylene transfer agent.
Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents
Vila, Carlos,Giannerini, Massimo,Hornillos, Valentin,Fananas-Mastral, Martin,Feringa, Ben L.
, p. 1361 - 1367 (2014/03/21)
Palladium-catalysed cross-coupling of secondary C(sp3) organometallic reagents has been a long-standing challenge in organic synthesis, due to the problems associated with undesired isomerisation or the formation of reduction products. Based on our recently developed catalytic C-C bond formation with organolithium reagents, herein we present a Pd-catalysed cross-coupling of secondary alkyllithium reagents with aryl and alkenyl bromides. The reaction proceeds at room temperature and on short timescales with high selectivity and yields. This methodology is also applicable to hindered aryl bromides, which are a major challenge in the field of metal catalysed cross-coupling reactions.
NEW REACTIONS OF 1-SELENO-1-VINYL CYCLOPROPANES
Halazy, S.,Krief, A.
, p. 4341 - 4344 (2007/10/02)
1-Lithio-1-vinyl-cyclopropanes and cyclobutanones are obtained in high yield from the readily available title compounds.
