Methoxyallene; 95%discontinued 05/24/01

Uses

Reactant involved in:• ;Multicomponent reactions with nitriles and carboxylic acids followed by cyclocondensation for synthesis of enantiopure pyridines1• ;Intermolecular hydroamination2• ;One-pot synthesis of alkoxy and (alkylsulfanyl)-substituted pyrroles and dihydropyridines3• ;Intermolecular [4+2] cycloaddition with dienes4• ;Allenyl cyclization and subsequent transformation into dicarbonyl, cyclopentenones, and butenolide compounds5• ;Insertion reactions of C-C pi-bonds into alkylidenesilacyclopropanes6

Uses

Reactant involved in:

• Multicomponent reactions with nitriles and carboxylic acids followed by cyclocondensation for synthesis of enantiopure pyridines
• Intermolecular hydroamination
• One-pot synthesis of alkoxy and (alkylsulfanyl)-substituted pyrroles and dihydropyridines
• Intermolecular [4+2] cycloaddition with dienes
• Allenyl cyclization and subsequent transformation into dicarbonyl, cyclopentenones, and butenolide compounds
• Insertion reactions of C-C pi-bonds into alkylidenesilacyclopropanes

Preparation

Methoxyallene can be prepared on a tens-of-grams scale by the base-catalyzed isomerization of 1-methoxy-2-propyne (methyl propargyl ether). Related 1-alkoxy-1,2-propadiene ethers can be prepared similarly. A convenient version of this preparation has been reported.