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2005
Pyridine derivatives
R 0380
Synthesis of Functionalized Nitrogen Heterocycles by Radical Decarboxylation of
and γ-Amino Acids. — The photoinduced radical decarboxylation of a range of
24- 134 βN-heterocyclic carboxylic acids, e.g. (I), (III) or (VIII), is successfully achieved in the
presence of I2—Ph-I(O-Ac)2. In most cases, the reaction proceeds with iodination but
hydroxylation or acetoxylation is also observed for some substrates. The synthetic usefulness of this reaction is demonstrated by transformation of the decarboxylation—iodination product (IV) to amino sugar (XVI) or antifungal agents (XVII)—(XX). —
(BOTO, A.; HERNANDEZ*, R.; DE LEON, Y.; MURGUIA, J. R.;
RODRIGUEZ-AFONSO, A.; Eur. J. Org. Chem. 2005, 4, 673-682; Inst. Prod. Nat.
Agrobiol., CSIC, Univ. La Laguna, E-38206 La Laguna, Tenerife, Spain; Eng.) —
Mischke
2005
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