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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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
Qi, Yayun
Liu, Jiamin
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
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Li, Chenpeng
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
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Hu, Weinan
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
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Tang, Siyu
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
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Shao, Lihui
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
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Wang, Zhenchao
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
Guizhou Med Univ, State Key Lab Funct & Applicat Med Plants, Guiyang 550014, Peoples R ChinaGuizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
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Ouyang, Gulping
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Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
Guizhou Med Univ, State Key Lab Funct & Applicat Med Plants, Guiyang 550014, Peoples R China
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机构:
Organic Research Laboratory,Department of Chemistry,Dr.Babasaheb Ambedkar Marathwada University,Aurangabad(M.S.) 431004,IndiaOrganic Research Laboratory,Department of Chemistry,Dr.Babasaheb Ambedkar Marathwada University,Aurangabad(M.S.) 431004,India
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S.B.Sapkal
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Organic Research Laboratory,Department of Chemistry,Dr.Babasaheb Ambedkar Marathwada University,Aurangabad(M.S.) 431004,IndiaOrganic Research Laboratory,Department of Chemistry,Dr.Babasaheb Ambedkar Marathwada University,Aurangabad(M.S.) 431004,India
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M.S.Shingare
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Organic Research Laboratory,Department of Chemistry,Dr.Babasaheb Ambedkar Marathwada University,Aurangabad(M.S.) 431004,IndiaOrganic Research Laboratory,Department of Chemistry,Dr.Babasaheb Ambedkar Marathwada University,Aurangabad(M.S.) 431004,India
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St Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, RussiaSt Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
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Rostovskii, Nikolai V.
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St Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, RussiaSt Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
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Khlebnikov, Alexander F.
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St Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, RussiaSt Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
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Panikorovskii, Taras L.
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St Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
Russian Acad Sci, Kola Sci Ctr, 14 Fersman Str, Apatity 184200, RussiaSt Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
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St Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, RussiaSt Petersburg State Univ, Inst Chem, 7-9 Univ Skaya Nab, St Petersburg 199034, Russia
机构:
Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Gao, Man
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Mao, Bei-Bei
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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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
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Capital Normal Univ, Dept Chem, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Capital Normal Univ, Beijing Key Lab DNA Damage Response, Coll Life Sci, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Zhao, Hongchang
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Capital Normal Univ, Beijing Key Lab DNA Damage Response, Coll Life Sci, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Capital Normal Univ, Beijing Key Lab DNA Damage Response, Coll Life Sci, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Capital Normal Univ, Beijing Key Lab DNA Damage Response, Coll Life Sci, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Capital Normal Univ, Beijing Key Lab DNA Damage Response, Coll Life Sci, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China
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Xu, Xingzhi
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Capital Normal Univ, Beijing Key Lab DNA Damage Response, Coll Life Sci, Beijing 100048, Peoples R ChinaCapital Normal Univ, Dept Chem, Beijing 100048, Peoples R China