Synthesis of Diverse Benzotriazoles from Aryne Precursors Bearing an Azido Group via Inter- and Intramolecular Cycloadditions
Synthesis of Diverse Benzotriazoles from Aryne Precursors Bearing an Azido Group via Inter- and Intramolecular Cycloadditions
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DOI：
10.1246/cl.160349
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发表时间：
2016-04
影响因子：
1.6
通讯作者：
S. Yoshida;Takamoto Morita;T. Hosoya
中科院分区：
文献类型：
--
作者：
S. Yoshida;Takamoto Morita;T. Hosoya
A diverse range of benzotriazoles were synthesized from various 3-(azidoalkoxy)aryne precursors, which were easily prepared by Mitsunobu etherification. Various bis-1,2,3-triazoles containing a benzotriazole skeleton were obtained via sequential azide–alkyne and azide–aryne cycloadditions. Intramolecular azido–aryne cycloaddition, conducted using the same starting materials, afforded new types of ring-fused benzotriazoles. In the latter case, the reaction proceeded efficiently even though the regioorientation of the azido group was the reverse of that usually observed in intermolecular reactions between 3-alkoxyarynes and an azide.
