The reactive 1:1 adduct produced by the addition of trimethyl phosphite to dialkyl acetylenedicarboxylates protonated by isoquinolinium or quinolinium bromides to afford isoquinolinium or quinolinium ylides and vinyl phosphonium bromides. 1,3-Dipolar cycloaddition reaction between isoquinolinium or quinolinium ylides and vinyl phosphonium bromides, followed by elimination of dimethyl phosphite and subsequent air-oxidation led to benzoindolizine derivatives in good yields.
A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by a three-component reaction between dialkyl acetylenedicarboxylates, aromatic amines, triphenylphosphine, and arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded high yields of products.
Fused pyridine derivatives R 0450 Synthesis of Benzoindolizine Derivatives by Reaction of Triemthyl Phosphite, Dialkyl Acetylenedicarboxylates and Isoquinolinium or Quinolinium Bromides. -(ANARY-ABBASINEJAD*, M.; CHARKHATI, K.; HASSANABADI, A.; J. Chem. Res. 2009, 2, 95-97; Dep. Chem., Islamic Azad Univ., Yazd, Iran; Eng.) -H. Toeppel 31-156
Pyrrole derivatives R 0120 A Novel Approach to the Synthesis of Highly Functionalized Pyrroles. -A three-component reaction in the presence of PPh 3 provides a direct synthesis of the target compounds. -(ANARY-ABBASINEJAD*, M.; CHARKHATI, K.; ANARAKI-ARDAKANI, H.; Synlett 2009, 7, 1115-1117; Dep. Chem., Islamic Azad Univ., Yazd, Iran; Eng.) -Mais 37-101
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