An efficient synthesis of 3-substituted crotonaldehydes via alkyne-enol ether cross-metathesis in the presence of CuSO4 and in aqueous medium was developed. Crotonaldehydes were obtained in good yields from terminal aryl-alkynes as well as from terminal alkyl-alkynes. All of the reactions were carried out under microwave irradiation and were completed in a few minutes. Water was used as the cosolvent, making this approach safer, economic, and desiderable from an enviromental point of view.
Castagnolo, D., Botta, L., Botta, M. (2009). Alkyne-enol ether cross-metathesis in the presence of CuSO. Direct formation of 3-substituted crotonaldehydes in aqueous medium. JOURNAL OF ORGANIC CHEMISTRY, 74(8), 3172-3174 [10.1021/jo900205x].
Alkyne-enol ether cross-metathesis in the presence of CuSO. Direct formation of 3-substituted crotonaldehydes in aqueous medium
Castagnolo, Daniele;Botta, Lorenzo;Botta, Maurizio
2009-01-01
Abstract
An efficient synthesis of 3-substituted crotonaldehydes via alkyne-enol ether cross-metathesis in the presence of CuSO4 and in aqueous medium was developed. Crotonaldehydes were obtained in good yields from terminal aryl-alkynes as well as from terminal alkyl-alkynes. All of the reactions were carried out under microwave irradiation and were completed in a few minutes. Water was used as the cosolvent, making this approach safer, economic, and desiderable from an enviromental point of view.
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https://hdl.handle.net/11365/9489
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