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Synthesis 1995; 1995(2): 173-175
DOI: 10.1055/s-1995-3865
short paper
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1,2,3-Diazaphospholo[1,5-a]pyridines

Raj K. Bansal1 , Garima Pandey, Rakhi Gupta, Konstantin Karaghiosoff, Alfred Schmidpeter2
  • 1Department of Chemistry, University of Rajasthan, Jaipur-302004, India
  • 2Institut für Anorganische Chemie der Universität München, Meiserstraße 1, D-80333 München, Germany
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Publication Date:
31 December 2000 (online)

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Cyclocondensation of 2-alkyl-1-aminopyridinium iodides 1a-c with phosphorus trichloride in the presence of triethylamine gives 1,2,3-diazaphospholo[1,5-a]pyridines 2a-c. 1-Unsubstituted products 2a,b undergo dichlorophosphinylation at the 1-position. Hydrolysis causes rupture of the N=P bond in 2c leading to opening of the five-membered ring. Dimethyl sulphate methylates 2c at N-3.

anellated azaphospholes - 1,2,3-diazaphospholo[1,5-a]pyridines - 2-alkyl-1-aminopyridinium iodides - cyclocondensation using PCl3, 31P, 1H, 13C NMR spectra