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2005
Pyrrole derivatives
R 0120
Study on Halolactamization-γ-hydroxylation or Haloiminolactonization of
— Treatment of 4,4-disubstituted 2,3-alkadienamides with
14- 119 2,3-Alkadienamides.
CuBr2, CuCl2, or I2 results in efficient formation of iminodihydrofurans. In contrast,
starting from 4-mono- and 4-unsubstituted 2,3-alkadienamides 5-hydroxypyrrolones
are obtained by halolactamization and subsequent γ-hydroxylation. This indicates that
steric hindrance at position 4 has an important effect on the reaction course. —
(MA*, S.; XIE, H.; Tetrahedron 61 (2005) 1, 251-258; Lab. Organomet. Chem.,
Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China; Eng.) —
Jannicke
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