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Synthesis 1997; 1997(3): 342-346
DOI: 10.1055/s-1997-1185
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Synthesis of Selenol Esters via Selenium-Assisted Carbonylation of 2-Arylpropionitriles with Carbon Monoxide

Hajime Maeda1 , Shin-ichi Fujiwara2 , Akira Nishiyama1 , Tsutomu Shin-Ike3 , Nobuaki Kambe1 , Noboru Sonoda4
  • 1Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan
  • 2Department of Chemistry, Osaka Dental University, Hirakata, Osaka 573, Japan, Fax +81(720)685148; E-mail fujiwara@ibis.osaka-dent.ac.jp
  • 3Department of Chemistry, Osaka Dental University, Hirakata, Osaka 573, Japan
  • 4Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan, Fax +81(6)8797390; E-mail sonoda@ap.chem.eng.osaka-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Lithiated 2-arylpropionitriles were found to react with selenium and carbon monoxide under mild conditions to yield lithium selenocarboxylates. Subsequent alkylation of the selenocarboxylates with methyl iodide gave the corresponding selenol esters in good to high yields.

carbonylation - 2-arylpropionitrile - selenium - carbon monoxide - selenol ester