3771-61-7Relevant academic research and scientific papers
Dioxime oxalates; new iminyl radical precursors for syntheses of N-heterocycles
Portela-Cubillo, Fernando,Lymer, James,Scanlan, Eoin M.,Scott, Jackie S.,Walton, John C.
supporting information; experimental part, p. 11908 - 11916 (2009/04/06)
Symmetrical and unsymmetrical dioxime oxalates were prepared by treatment of oximes with oxalyl chloride. UV photolysis of these precursors was found to be an atom-efficient way of generating iminyl radicals. The process was most efficient for dioxime oxalates having aryl substituents attached to their C{double bond, long}N bonds. The method was useful for EPR spectroscopic study of iminyl and iminoxyl radicals. Photolyses in toluene solution, of dioxime oxalates containing alkenyl acceptor groups, yielded unsaturated iminyl radicals that ring closed to afford 3,4-dihydro-2H-pyrroles in good yields. Dioxime oxalates with biphenyl substituents also released iminyl radicals that ring closed onto the aromatic acceptor groups and, in acetonitrile solution, this approach provided a useful and atom-efficient method of making substituted phenanthridines.
On the π-π interaction in the benzylation of ketones
Diez-Barra, Enrique,Merino, Sonia,Sanchez-Verdu, Prado,Torres, Jose
, p. 11437 - 11448 (2007/10/03)
The benzylation of a set of nine ketones provides enough information to establish how the ketone structure affects the existence of a π-π interaction. The presence of a phenyl moiety starting from the a-carbon atom and flexibility in cyclic ketones are st
Solid-Liquid Phase-Transfer Catalysis without Solvent: Selective Mono- and Di-alkylation of Benzyl Methyl Ketone
Aranda, Alfonso,Diaz, Angel,Diez-Barra, Enrique,Hoz, Antonio de la,Moreno, Andres,Sanchez-Verdu, Prado
, p. 2427 - 2430 (2007/10/02)
The alkylation of benzyl methyl ketone 1 has been performed by phase-transfer catalysis without solvent.Excellent yields of mono- 2 and di-alkyl derivatives 3 and 4 were obtained through general, selective and mild conditions.
An Effective and Selective Conjugate Propargylation Reaction of Stannylallenes to α,β-Unsaturated Carbonyl Compounds and α-Nitro Olefins
Haruta, Jun-ichi,Nishi, Koichi,Matsuda, Satoshi,Akai, Shuji,Tamura, Yasumitsu,Kita, Yasuyuki
, p. 4853 - 4859 (2007/10/02)
Stannylallenes (1) reacted with α,β-unsaturated carbonyl compounds and α-nitro olefins in the presence of TiCl4 to give the corresponding conjugate propargylation products.Thus, the reaction of 1 with cyclic and acyclic α,β-unsaturated carbonyl compounds (2) gave β-propargylic ketones (3) in high yields.With α-nitro olefins (4), two types of products, β-propargylic nitroalkanes (5) and α-propargylic ketones (6), were obtained selectively depending on the presence or absence of the α-substituent of 4.Transformation of the products (6) to cyclopentenone derivatives (10 and 12) are also described.
ALKYNYLATION OF ALIPHATIC AND ALIPHATIC-AROMATIC KETONES
Vasil'eva, E. V.,Auvinen, E. M.,Favorskaya, I. A.
, p. 1266 - 1268 (2007/10/02)
The alkynylation of a series of aliphatic and aliphatic-aromatic ketones was realized under the conditions of phase-transfer catalysis.As a result the following γ-acetylenic ketones were obtained: 3-Butyl-5-hexyn-2-one, 3-amyl-5-hexyn-2-one, 3-hexyl-5-hex
