由2-氮杂环丙烷和芳炔选择性合成3-(1-四唑-5-基)-吲哚。
Selective Synthesis of 3-(1-Tetrazol-5-yl)-indoles from 2-Azirines and Arynes.
作者信息
Grosso Carla, Alves Cláudia, Sase Terver J, Alves Nuno G, Cardoso Ana L, Lemos Américo, Pinho E Melo Teresa M V D
机构信息
University of Coimbra, Coimbra Chemistry Center-Institute of Molecular Sciences (CQC-IMS) and Department of Chemistry, 3004-535 Coimbra, Portugal.
FCT, University of Algarve, Campus Gambelas, 8005-139 Faro, Portugal.
出版信息
ACS Omega. 2024 Jun 24;9(27):29282-29289. doi: 10.1021/acsomega.4c00305. eCollection 2024 Jul 9.
A new selective synthetic approach to indole derivatives bearing a tetrazole moiety has been developed. Arynes, generated in situ from -(trimethylsilyl)aryl triflates and KF, reacted smoothly with 2-(2-benzyl-2-tetrazol-5-yl)-2-azirines to give 3-(2-benzyl-2-tetrazol-5-yl)-indole derivatives with high selectivity. Deprotection of the tetrazole moiety gave 3-(1-tetrazol-5-yl)-indole derivatives.
已开发出一种合成含四唑部分的吲哚衍生物的新型选择性合成方法。由 -（三甲基甲硅烷基）芳基三氟甲磺酸酯和KF原位生成的芳炔与2-（2-苄基-2-四唑-5-基）-2-氮杂环丙烷顺利反应，以高选择性得到3-（2-苄基-2-四唑-5-基）-吲哚衍生物。四唑部分的脱保护得到3-（1-四唑-5-基）-吲哚衍生物。
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