The reaction of 2‐styrylbenzoic acids 2 with N‐phenylselenosuccinimide (N‐PSS) affords 3‐phenyl‐iso‐coumarin derivatives 3 and 3,4‐dihydro‐3‐phenyl‐4‐(phenylseleno)isocoumarins 4 via selenolactonization. The reaction of 2‐styrylbenzamides 5 and 1‐(2‐aminophenyl)‐3‐phenyl‐2‐peropen‐1‐one derivatives 11 with N‐PSS also resulted in the formation of 1‐isoquinolone 6 and 4(1H)‐quinolone derivatives 12, respectively.
Synthesis of Isocoumarin, 1-Isoquinolone and 4(1H)-Quinolone Derivatives via Seleno-intermediates.-The application of the intramolecular selenolactonization or amidoselenation to 2-styrylbenzoic acids (I) and (V), the corresponding amides (VII) or the phenylpropenones (X) provides a valuable method for the synthesis of isocoumarins, 1-isoquinolones or quinolones. - (IZUMI, T.; MORISHITA, N.; J. Heterocycl. Chem. 31 (1994) 1, 145-152; Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa 992, Japan; EN)
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