- CONDENSATION REACTION BY METAL CATALYST
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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.
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Page/Page column 24-25
(2008/12/07)
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- Direct conversion of esters, lactones, and carboxylic acids to oxazolines catalyzed by a tetranuclear zinc cluster
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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.
- Ohshima, Takashi,Iwasaki, Takanori,Mashima, Kazushi
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p. 2711 - 2713
(2008/09/21)
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- Stereoselective Construction of Acyclic Carbon Chains by a One-Pot Coupling Process Based on Alkenyloxazoline-Titanium Complexes
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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).
- Mitsui, Kazuhisa,Sato, Takayuki,Urabe, Hirokazu,Sato, Fumie
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p. 490 - 492
(2007/10/03)
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- Rhodium-catalyzed direct C - H addition of 4,4-dimethyl-2-oxazoline to alkenes
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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.
- Wiedemann, Sean H.,Bergman, Robert G.,Ellman, Jonathan A.
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p. 1685 - 1687
(2007/10/03)
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- Novel Synthesis of α-Substituted Acrylic Acids
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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.
- Serota, S.,Simon, J. R.,Murray, E. B.,Linfield, W. M.
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p. 4147 - 4151
(2007/10/02)
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