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Rhodium‐Catalyzed Synthesis and Reactions of N ‐Acylphthalimides
Author(s) -
Li Guangzhe,
Arisawa Mieko,
Yamaguchi Masahiko
Publication year - 2013
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201300094
Subject(s) - phthalimides , chemistry , rhodium , catalysis , medicinal chemistry , benzene , cleavage (geology) , organic chemistry , phthalimide , geotechnical engineering , fracture (geology) , engineering
A complex of [RhH(PPh 3 ) 4 ] and 1,2‐bis(diphenylphosphino)benzene (dppBz) catalyzes the syntheses and reactions of N ‐acylphthalimides. N ‐Acylphthalimides were synthesized by the imidation of thioesters or acid fluorides by N ‐(organothio)phthalimides. CN bond cleavage in N ‐acylphthalimides was also catalyzed by the same rhodium complex. Thioesters and N ‐(phosphinoyl)phthalimides were obtained from reactions with phosphinothioates; acid fluorides and N ‐(tetrafluoroaryl)phthalimides were obtained from reactions with substituted pentafluorobenzenes.