Download PDF
Synthesis 1987; 1987(8): 689-693
DOI: 10.1055/s-1987-28046
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Unusually Coordinated Phosphorus Compounds; 22.1 Cycloaddition Reactions of Nitrilium Betaines with a Stable Phosphaalkyne

W. Rösch* , M. Regitz
  • *Fachbereich Chemie der Universität Kaiserslautern, Erwin-Schrödinger-Straße, D-6750 Kaiserslautern, West Germany
Further Information

Publication History

Publication Date:
12 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

(2,2-Dimethylpropylidyne)phosphane (7) undergoes regiospecific [3 + 2]-cycloaddition reactions with the arylnitrile oxides 2a-c to yield the 1,2,4-oxazaphospholes 8a-c. In the reaction of phosphaalkyne 7 with 2,2-dimethylpropanenitrile oxide (2d) the 1:2-adduct 10 is formed in addition to 8d. The reaction of 7 with the nitrile sulphide 12 produces the 1,2,4-thiazaphosphole 13. The 1H-1,2,4-diazaphospholes 18a-c are obtained from the reactions of 7 with the nitrile imines 17a-c; the regioisomers 21a and 21b have been detected by NMR spectroscopy.