13608-28-1Relevant academic research and scientific papers
CONDENSATION REACTION BY METAL CATALYST
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Page/Page column 24-25, (2008/12/07)
The invention relates to a method for producing an azoline compound represented by the general formula (3): wherein R1 represents an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, an optionally substituted alkoxycarbonyl group, a halogen atom, a substituted amino group, a substituted carbamoyl group or an optionally substituted heterocyclic group; R3, R4, R5 and R6 may be the same or different and each represents a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, an optionally substituted alkoxycarbonyl group, a halogen atom, a substituted amino group, a substituted carbamoyl group or an optionally substituted heterocyclic group; two arbitrary groups selected from R3, R4, R5 and R6 may bond to each other to form a ring; and Z1 represents an oxygen atom, a sulfur atom or a selenium atom; comprising reacting a carboxylic acid or a carboxylic acid derivative represented by the general formula (1): ????????R1CO2R2?????(1) wherein R1 is as defined above; R2 represents a hydrogen atom, an optionally substituted alkyl group or an optionally substituted aryl group; and R1 and R2 may bond to each other to form a ring; with an aminochalcogenide represented by the general formula (2): wherein R3, R4, R5, R6 and Z1 are as defined above; in the presence of a compound containing a group 12 metal element in the periodic table.
Direct conversion of esters, lactones, and carboxylic acids to oxazolines catalyzed by a tetranuclear zinc cluster
Ohshima, Takashi,Iwasaki, Takanori,Mashima, Kazushi
, p. 2711 - 2713 (2008/09/21)
The tetranuclear zinc cluster Zn4(OCOCF3) 6O catalyzes the direct conversion of esters, lactones, and carboxylic acids to oxazolines with remarkable chemoselectivity. The Royal Society of Chemistry 2006.
Stereoselective Construction of Acyclic Carbon Chains by a One-Pot Coupling Process Based on Alkenyloxazoline-Titanium Complexes
Mitsui, Kazuhisa,Sato, Takayuki,Urabe, Hirokazu,Sato, Fumie
, p. 490 - 492 (2007/10/03)
A versatile organometallic intermediate, an alkenyloxazoline-titanium complex, has been developed that enables one-pot multicomponent diastereoselective and asymmetric coupling processes to be achieved in a remarkably efficient manner (see scheme).
Rhodium-catalyzed direct C - H addition of 4,4-dimethyl-2-oxazoline to alkenes
Wiedemann, Sean H.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 1685 - 1687 (2007/10/03)
A new method for the preparation of 2-substituted oxazolines by rhodium-catalyzed coupling of alkenes with 4,4-dimethyl-2-oxazoline is reported. The oxazoline products are obtained in good yield with excellent selectivity for the linear product. A variety of alkene substitution patterns and functional groups are tolerated. This procedure represents an attractive alternative to hydroesterification because it does not involve the manipulation of CO gas.
Novel Synthesis of α-Substituted Acrylic Acids
Serota, S.,Simon, J. R.,Murray, E. B.,Linfield, W. M.
, p. 4147 - 4151 (2007/10/02)
A facile three-step procedure has been developed for the synthesis of α-substituted acrylic acids.In the first step, a carboxylic acid having no α-substituents is condensed with 2-amino-2-methylpropanol (AMP) to form the corresponding oxazoline.The oxazoline reacts readily with paraformaldehyde to give an intermediate mixture of mono- and dimethylol derivatives which upon heating forms the α-methylene derivatives of the oxazoline.The latter, upon acid hydrolysis, yields the α-substituted acrylic acid generally in an overall yield of above 70percent and the acids are usually at least 95percent pure.
