Abstract
The reaction of a 2-[(dimethylamino)methyleneamino]pteridine, two 2-[(dimethylamino)methyleneamino]pyrimidines, and a 2-[(dimethylamino)methyleneamino]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(trimethylsilylethynyl)methylamino]-5,6,7,8-tetrahydro-3-(2,2-dimethylpropanoyloxymethyl)quinazolin-4-one.
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Ajana, W., Helliwell, M., Collison, D. et al. Reaction of Some Heterocyclic Formamidines with Trimethylsilylethynyllithium. Chemistry of Heterocyclic Compounds 37, 1375–1387 (2001). https://doi.org/10.1023/A:1017999117482
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DOI: https://doi.org/10.1023/A:1017999117482