A novel general synthesis of the dihydrofurans 4 and 3b with nitrogen substituents in the 3-and 5-positions from 4,4-dialkyl-4-hydroxybut-2-ynenitriles 1 and primary and secondary amines is described. A 5-amino group reacts further with unchanged, or an excess of, hydroxybutynenitrile to give the difurylimines 6.
S. R. Landor, P. F. Asobo, Z. T. Fomum and R. Roberts, J. Chem. Soc., Perkin Trans. 1, 1991, 1201 DOI: 10.1039/P19910001201
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