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2005
Triazole derivatives
R 0280
Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of
— An efficient and novel example for the construction of
24- 121 1-Aryl-1H-benzotriazoles.
1-aryl-1H-benzotriazoles from enediynes is developed. The reaction not only produces
the products in high yield but also involves a tandem anionic cascade cyclization reaction and sigmatropic rearrangement in the benzotriazole systems. The yields of (II) and
(III) bearing para- substituted aryl substituents depends on the solvent. In the case of
ortho-analogues (IV), only (V) are obtained in DMF and DMSO. — (CHEN, Z.-Y.;
WU*, M.-J.; Org. Lett. 7 (2005) 3, 475-477; Fac. Med. Appl. Chem., Kaohsiung Med.
Univ., Kaohsiung 807, Taiwan; Eng.) — Steudel
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