Condensation reaction by metal catalyst

Abstract

The invention relates to a method for producing an azoline compound represented by the general formula (3): wherein R 1 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; R 3 , R 4 , R 5 and R 6 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 R 3 , R 4 , R 5 and R 6 may bond to each other to form a ring; and Z 1 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): R 1 CO 2 R 2   (1) wherein R 1 is as defined above; R 2 represents a hydrogen atom, an optionally substituted alkyl group or an optionally substituted aryl group; and R 1 and R 2 may bond to each other to form a ring; with an aminochalcogenide represented by the general formula (2): wherein R 3 , R 4 , R 5 , R 6 and Z 1 are as defined above; in the presence of a compound containing a group 12 metal element in the periodic table.

1 - 11 . (canceled) 
     
     
         12 . An azoline compound represented by the general formula (13): 
       
         
           
           
               
               
           
         
         wherein R 14  represents an alkyl group having 4 to 20 carbon atoms, an optionally substituted phenyl group, a hydroxyalkyl group having 2 to 6 carbon atoms, or a phenylalkyl group whose alkyl moiety has 2 to 10 carbon atoms; R 15  represents an alkyl group having 2 to 6 carbon atoms, an optionally substituted phenyl group, or a phenylalkyl group whose alkyl moiety has 1 to 6 carbon atom(s); R 16  and R 17  may be the same or different and each represents a hydrogen atom or an alkyl group having 1 to 6 carbon atom(s); and R 15 , together with R 16  or R 17 , may form a ring.