Cu(OAc)2 catalyzed ultrasound assisted rapid synthesis of isocoumarin derivatives bearing 3-oxobutyl moiety at C-4 position

被引:6
|
作者
Ramarao, Sidda [1 ,2 ]
Pothireddy, Mohanreddy [3 ]
Venkateshwarlu, Rapolu [1 ,2 ]
Moturu, Krishna Murthy Vr [1 ,2 ]
Siddaiah, Vidavalur [1 ,2 ]
Dandela, Rambabu [3 ]
Pal, Manojit [4 ]
机构
[1] Andhra Univ, Dept Organ Chem, Visakhapatnam 530003, Andhra Pradesh, India
[2] Andhra Univ, FDW, Visakhapatnam 530003, Andhra Pradesh, India
[3] Inst Chem Technol, Dept Ind & Engn Chem, Indianoil Odisha Campus, Bhubaneswar 751013, India
[4] Dr Reddys Inst Life Sci, Univ Hyderabad Campus, Hyderabad 500046, India
关键词
Isocoumarin; Ultrasound; Cu(OAc)(2); Cyclization; TANDEM INTRAMOLECULAR AMINOPALLADATION; CONJUGATE ADDITION; MEDIATED REACTIONS; HECK REACTION; HALIDE-IONS; PALLADIUM; CYCLIZATION; ALKYNES; OXYPALLADATION; ALKENYLATION;
D O I
10.1016/j.molstruc.2022.132418
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
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页数:5
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