BF3·OEt2-AgSCF3 Mediated Trifluoromethylthiolation/Cascade Cyclization of Propynols: Synthesis of 4-((Trifluoromethyl)thio)-2H-chromene and 4-((Trifluoromethyl)thio)-1,2-dihydroquinoline Derivatives

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• 作者：Yi-Feng Qiu ; Xian-Rong Song ; Ming Li ; Xin-Yu Zhu ; An-Qi Wang ; Fang Yang ; Ya-Ping Han ; Heng-Rui Zhang ; Dong-Po Jin ; Ying-Xiu Li ; Yong-Min Liang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：April 1, 2016
• 年：2016
• 卷：18
• 期：7
• 页码：1514-1517
• 全文大小：416K
• ISSN：1523-7052

文摘

A BF₃·OEt₂–AgSCF₃ mediated direct trifluoromethylthiolation/cascade cyclization of propynols involving the SCF₃ anion nucleophilic pathway is developed. This protocol also provides an opportunity to construct valuable trifluoromethylthio-substituted 2H-chromene and 1,2-dihydroquinoline systems with high efficiency under mild conditions. Additionally, the developed BF₃·OEt₂–AgSCF₃ reaction system could be scaled up to gram quantities in a satisfactory yield without inert gas protection.