THE REACTION OF SOME HETEROCYCLIC FORMAMIDINES WITH TRIMETHYLSILYLETHYNYLLITHIUM

Authors

  • W. Ajana Chemistry Department, The University of Manchester, Manchester M13 9PL
  • M. Helliwell Chemistry Department, The University of Manchester, Manchester M13 9PL
  • D. Collison Chemistry Department, The University of Manchester, Manchester M13 9PL
  • C. D. Garner Chemistry Department, The University of Manchester, Manchester M13 9PL
  • J. A. Joule Chemistry Department, The University of Manchester, Manchester M13 9PL

Keywords:

[bis(trimethylsilylethynyl)methylamino]heterocycles, [(dimethylamino)methyleneamino]protected heterocyclic amines, trimethylsilylethynyllithium

Abstract

The reaction of a 2-[(dimethylamino)methyleneamino]pteridine, two 2-[(di-methylamino)methyleneamino]pyrimidines, and a 2-[(dimethylamino)methylene-amino]pyrido[2,3-d]pyrimidine with trimethylsilylethynylithium in the presence of benzyl chloroformate leads to the corresponding 2-[bis(trimethylsilylethynyl)-methylamino]-substituted heterocycles. A series of such substrates was prepared
and some of the factors which permit this transformation were delineated. An
X-ray crystal structure was determined of one of the products – 2-[bis(trimethyl-
silylethynyl)methylamino]-5,6,7,8-tetrahydro-3-(2,2-dimethylpropanoyloxymethyl)-
quinazolin-4-one.

How to Cite
Ajana, W.; Helliwell, M.; Collison, D.; Garner, C. D.; Joule, J. A. Chem. Heterocycl. Compd. 2001, 37, 1375. [Khim. Geterotsikl. Soedin. 2001, 1506.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1017999117482

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Published

2001-11-25

Issue

No. 11 (2001)

Section

Original Papers