β-Alanine-DBU: A Highly Efficient Catalytic System for Knoevenagel-Doebner Reaction under Mild Conditions
Lingjian Zhu
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorNing Lei
Department of Quality Assurance, Lian Yun Gang JARI Pharmaceutical Co., Ltd, Lianyungang, Jiangsu 222000, China
Search for more papers by this authorCorresponding Author
Zhenyuan Miao
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
School of Pharmacy, Second Military Medical University, Shanghai 200433, China, Tel.: 0086-021-81871243Search for more papers by this authorChunquan Sheng
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorChunlin Zhuang
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorJianzhong Yao
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorCorresponding Author
Wannian Zhang
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
School of Pharmacy, Second Military Medical University, Shanghai 200433, China, Tel.: 0086-021-81871243Search for more papers by this authorLingjian Zhu
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorNing Lei
Department of Quality Assurance, Lian Yun Gang JARI Pharmaceutical Co., Ltd, Lianyungang, Jiangsu 222000, China
Search for more papers by this authorCorresponding Author
Zhenyuan Miao
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
School of Pharmacy, Second Military Medical University, Shanghai 200433, China, Tel.: 0086-021-81871243Search for more papers by this authorChunquan Sheng
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorChunlin Zhuang
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorJianzhong Yao
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
Search for more papers by this authorCorresponding Author
Wannian Zhang
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
School of Pharmacy, Second Military Medical University, Shanghai 200433, China, Tel.: 0086-021-81871243Search for more papers by this authorAbstract
A mild and efficient Knoevenagel-Doebner reaction from malonic acid and a wide range of aldehydes was catalyzed by a catalytic system consisting of β-alanine and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), affording the corresponding (E)-α,β-unsaturated carboxylic acids in good to excellent yields and with high stereoselectivity. The advantage of the method is that the reaction could proceed smoothly at ambient temperature so that it can tolerate a variety of functional groups and avoid unnecessary side reactions.
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