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Iron‐Catalyzed Oxidative 1,2‐Carboacylation of Activated Alkenes with Alcohols: A Tandem Route to 3‐(2‐Oxoethyl)indolin‐2‐ones
Author(s) -
Ouyang XuanHui,
Song RenJie,
Li JinHeng
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201400043
Subject(s) - chemistry , catalysis , tandem , oxidative phosphorylation , cascade reaction , organic chemistry , combinatorial chemistry , biochemistry , composite material , materials science
Oxindoles are important heterocyclic compounds that are found in a wide range of pharmaceutical agents and natural products. A new oxidative tandem route to the assembly of 3‐(2‐oxoethyl)indolin‐2‐ones from N ‐arylacrylamides and alcohols has been established by using inexpensive and environmentally benign iron catalysts and peroxides. In the presence of Fe(OAc) 2 and tert ‐butyl hydroperoxide, a variety of arylacrylamides underwent the oxidative 1,2‐carboacylation reaction with alcohols to give the corresponding 3‐(2‐oxoethyl)indolin‐2‐ones in moderate to good yields.