Process for producing 1,2,3-Triazole compounds
View Patent ↗Disclosed is a process for efficiently producing a compound represented by formula (I): wherein R 1 represents aryl, amino, alkyl, or alkoxy; R 2 represents a protective group of the carboxylic acid; and R 3 represents an alkali metal, a hydrogen atom, alkyl, aryl, alkylsulfonyl, arylsulfonyl, or trialkylsilyl. This process is characterized by reacting a compound of formula (II) with a compound of formula (III) in the presence of a transition metal compound.
1. A process for producing a 1,2,3-triazole compound represented by formula (I):
wherein R 1 represents optionally substituted aryl, optionally substituted amino, optionally substituted alkyl, or optionally substituted alkoxy; R 2 represents a protective group of the carboxylic acid; and R 3 represents an alkali metal, a hydrogen atom, optionally substituted alkyl, optionally substituted aryl, optionally substituted alkylsulfonyl, optionally substituted arylsulfonyl, or trialkylsilyl, said process comprising the step of: reacting a compound represented by formula (II):
wherein R 1 and R 2 are as defined above, with an azide compound represented by formula (III):
R 3 N 3 (III)
wherein R 3 is as defined above, in the presence of a transition metal compound.
2. The process according to claim 1 , wherein the transition metal compound is copper(I) chloride or iron(III) chloride.
3. The process according to claim 1 or 2 , wherein the reaction is carried out in the presence of an oxidizing agent or under an oxygen atmosphere.
4. The process according to claim 3 , wherein the oxidizing agent is sodium chlorate or sodium bromate.
5. The process according to any one of claims 1 to 4 , wherein R 1 represents 3,4-dimethoxyphenyl, 3,4-dimethoxy-phenylamino, or methoxyl, R 2 represents ethyl, and R 3 represents sodium or a hydrogen atom.