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Synthesis of 1‐(3 H )isobenzofuranone compounds by tin powder promoted cascade condensation reaction
Author(s) -
Wang Shangxian,
Wang KeHu,
Chang Bo,
Huang Danfeng,
Hu Yulai
Publication year - 2021
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.6249
Subject(s) - chemistry , phthalide , tin , cascade , condensation , reaction conditions , cascade reaction , condensation reaction , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , chromatography , physics , thermodynamics
An efficient approach for the construction of phthalide compounds is developed through tin powder mediated cascade condensation reaction of 2‐formylbenzoic acids with allyl bromides or α ‐bromoketone under mild reaction conditions. This method is easy to operate and can tolerate various functional groups to give the corresponding phthalides in good to excellent yields. The phthalides produced from α ‐bromoketone can be further transformed to 3,3a ‐dihydro‐8 H ‐pyrazolo[5, l‐ a ]isoindol‐8‐one and 8 H ‐pyrazolo[5, l‐ a ]isoindol‐8‐one.