84736-52-7Relevant academic research and scientific papers
Synthesis of medium-bridged twisted lactams via cation-π control of the regiochemistry of the intramolecular Schmidt reaction
Szostak, Michal,Yao, Lei,Aube, Jeffrey
supporting information; experimental part, p. 1235 - 1243 (2010/04/26)
(Chemical Equation Presented) Medium-bridged twisted amides can be synthesized by the intramolecular Schmidt reaction of 2-azidoalkyl ketones. In these reactions, the regiochemistry of the Schmidt reaction is diverted into a typically disfavored pathway b
Cation-π control of regiochemistry of intramolecular Schmidt reactions en route to bridged bicyclic lactams
Yao, Lei,Aube, Jeffrey
, p. 2766 - 2767 (2007/10/03)
The regiochemistry of the intramolecular Schmidt reaction of 2-substituted ketones has proved susceptible to control by the placement of an aromatic group at an adjacent position, permitting the selective formation of a series of bridged bicyclic lactams
The first general palladium catalyst for the Suzuki-Miyaura and carbonyl enolate coupling of aryl arenesulfonates
Nguyen, Hanh Nho,Huang, Xiaohua,Buchwald, Stephen L.
, p. 11818 - 11819 (2007/10/03)
The first general method for the palladium-catalyzed Suzuki-Miyaura and carbonyl enolate coupling of unactivated aryl arenesulfonates was developed utilizing XPhos, 1, and Pd(OAc)2. This is of significant interest because aryl tosylates and aryl benzenesulfonates are more easily handled and considerably less expensive than aryl triflates. This catalyst system effects the coupling of a variety of aryl, heteroaryl, and extremely hindered arylboronic acids with different aryl tosylates, under mild conditions. The same catalyst was employed in the first carbonyl enolate coupling of aryl arensulfonates. Copyright
The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with α-Hydroxymethylene Ketones: a Route to α-Arylated Ketones
Pinhey, John T.,Rowe, Bruce A.
, p. 789 - 794 (2007/10/02)
α-Hydroxymethylene ketones have been shown to react with arylated triacetates in tetrahydrofuran containing pyridine to give α-aryl α-formyl ketones, unstable compounds, which were hydrolysed directly with alkali to α-aryl ketones.Yhe procedure has been u
The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with Enamines
May, George L.,Pinhey, John T.
, p. 1859 - 1871 (2007/10/02)
The treatment of 1-morhpholinocyclopentene (1a) with p-methoxyphenyllead triacetate (2a) in chloroform provides a simple high-yielding route to 2-(4-methoxyphenyl)cyclopentanone (3a).This arylation reaction of enamines has been investigated with a variety of substrates and a number of aryllead triacetates.The reaction has been found to be very sensitive to steric effects and is thus a useful synthetic method in a relatively small number of cases.Acetoxylation is a major competing reaction with those enamines of cyclic ketones which give a low to moderate yield of arylated product.
