Organic reactions with CO generating materials

Abstract

The present invention is drawn to a method of performing a one-pot organic reactions including carbon monoxide as reactant, without the use of an external CO gas source, wherein a reaction mixture containing a solid or liquid CO releasing compound, a non-metal substrate and a metal catalyst is exposed to an energy source to release carbon monoxide from the CO releasing compound and wherein carbon atoms of the released carbon monoxide form a bond with the non-metal substrate compound. The present invention is further drawn to a method of preparing chemical libraries and a kit for organic reactions.

1 . A method of performing a one-pot organic reaction, which includes carbon monoxide as reactant and does not use of an external CO gas source, which comprises preparing a reaction mixture containing a non-catalysing solid or liquid CO releasing compound, a non-metal substrate compound and a metal catalyst; and 
 exposing said reaction mixture to an energy source to release carbon monoxide from the CO releasing compound,    wherein carbon atoms of the released carbon monoxide form a bond with the non-metal substrate compound, wherein the non-catalysing CO releasing compound is a formamide of the general formula II,      HCONR 1 R 2      wherein R 1  and R 2  independently can be H, or an optionally substituted, linear or branched alkyl, aryl or alkylaryl group.    
   
   
       2 . The method according to  claim 1 , wherein R 1  and R 2  independently are a C 1-6  alkyl group or H.  
   
   
       3 . The method according to  claim 1 , wherein the formamide is used in amounts of 0.1 to 10,000,000 molar equivalents.  
   
   
       4 . A method of preparing a chemical library which comprises preparing a reaction mixture containing a non-catalysing solid or liquid CO releasing compound, a non-metal substrate compound and a metal catalyst; and 
 exposing the reaction mixture to an energy source to release carbon monoxide from the CO releasing compound,    wherein the carbon atoms of the released carbon monoxide form a bond with a non-metal substrate compound.    
   
   
       5 . The method according to  claim 4 , wherein the non-catalysing CO releasing compound is a formamide of the general formula I,  
       HCONR 1 R 2    
     wherein R 1  and R 2  independently can be H, or an optionally substituted, linear or branched alkyl, aryl or alkylaryl group.  
   
   
       6 . A kit for organic reactions including CO as reactant comprising a one or more solid or liquid CO releasing compounds, selected from metal carbonyls of the general formula I,  
       M x (CO) y    
     wherein M is a metal, x is an integer, y is an integer, or formamides of the general formula II,  
       HCONR 1 R 2    
     wherein R 1  and R 2  independently can be H, or an optionally substituted, linear or branched alkyl, aryl or alkylaryl group.  
   
   
       7 . The method according to  claim 3 , wherein the formamide is used in amounts of 1 to 1,000 molar equivalents.