A rapid synthesis of isocoumarins has been achieved via the Cu-catalysed cascade reaction involving tandem intramolecular cyclization followed by olefin addition under ultrasound irradiation. The methodology involved one-pot reaction of 2-alkynylbenzoate esters with methyl vinyl ketone in the presence of Cu(OAc)(2) in aqueous DMF to afford a range of isocoumarin derivatives bearing 3-oxobutyl moiety at C-4 position. The use of inexpensive, stable and environmentally friendly catalyst along with aqueous media, shorter reaction time and simple operational procedure are the key advantages of this Pd-free methodology. 2009 Elsevier Ltd. All rights reserved. (C) 2022 Elsevier B.V. All rights reserved.
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
Zhang, Ying
Yang, Chao-Rui
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
Yang, Chao-Rui
Tang, Xue
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
Tang, Xue
Cao, Sheng-Li
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
Cao, Sheng-Li
Ren, Ting-Ting
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
Ren, Ting-Ting
Gao, Man
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Gao, Man
Liao, Ji
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Shenzhen Univ, Sch Med, Shenzhen 518060, Guangdong, Peoples R China
Capital Normal Univ, Coll Life Sci, Beijing Key Lab DNA Damage Response, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
Liao, Ji
Xu, Xingzhi
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Shenzhen Univ, Sch Med, Shenzhen 518060, Guangdong, Peoples R China
Capital Normal Univ, Coll Life Sci, Beijing Key Lab DNA Damage Response, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China