Vicarious Nucleophilic Substitution of Pyridines and 1,2,3-Triazines via Their Dicyanomethylide Derivatives

• NAGATA Kazuhiro

  School of Pharmaceutical Sciences, Showa University

• ITOH Takashi

  School of Pharmaceutical Sciences, Showa University

• OKADA Mamiko

  School of Pharmaceutical Sciences, Showa University

• OHSAWA Akio

  School of Pharmaceutical Sciences, Showa University

Abstract

Vicarious nucleophilic substitution using chloromethyl phenyl sulfone was applied to pyridinium and 1,2,3-triazinium dicyanomethylides to afford corresponding 4-substituted pyiridinium and 5-substituted triazinium dicyanomethylides, respectively. They were readily transformed to 4-phenylsulfonylmethylpyridines and 5-phenylsulfonylmethyltriazines by radical reaction.

Journal

• Chemical & pharmaceutical bulletin

  Chemical & pharmaceutical bulletin 41 (9), 1644-1648, 1993-09-15

  The Pharmaceutical Society of Japan

Keywords

• pyridinium dicyanomethylide
• 1, 2, 3-triazinium 2-dicyanomethylide
• vicarious nucleophilic substitution
• chloromethyl phenyl sulfone
• molecular orbital calculations
• MNDO method

Details

• CRID: 1572261552255844992
• NII Article ID: 110003630678
• NII Book ID: AA00602100
• ISSN: 00092363
• Text Lang: en
• Data Source:
  • CiNii Articles