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论文类型：期刊论文

发表时间：2019-11-19

发表刊物：ADVANCED SYNTHESIS & CATALYSIS

收录刊物：SCIE

卷号：361

期号：22

页面范围：5258-5263

ISSN号：1615-4150

关键字：5-Thiocyanato-1; 2; 3-triazoles; Triazolyl-organosulfurs; Cascade reaction; Internal thiocyanatoalkynes

摘要：Fully substituted heterofunctionalized triazoles can be prepared by indirect and direct approaches. The indirect strategies are well-established but have limitations. Herein, we developed a direct methodology to access fully substituted 5-thiocyanato-1,2,3-triazoles with high regioselectivity from the azide-internal thiocyanatoalkyne cycloaddition reaction under mild conditions. This is the first time that fully substituted 5-thiocyanato-1,2,3-triazoles have been prepared and the first time an AAC/nucleophilic substitution cascade reaction have been used to generate various fully substituted triazolyl-organosulfurs, such as 5-sulfur-triazoles and 5-sulfinylcyanato-triazoles from common internal thiocyanatoalkyne precursors. This approach features a broad substrate scope (34 examples), good compatibility with water and air, high yields (up to 85%) and excellent regioselectivity (more than 20:1).