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Photocatalytic Radical Ortho-Dearomative Cyclization: Access to Spiro[4.5]deca-1,7,9-trien-6-ones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-01-19 , DOI: 10.1021/acs.joc.0c02477 Wuheng Dong 1, 2, 3 , Yao Yuan 3 , Caiyun Liang 2 , Feng Wu 3 , Siyuan Zhang 3 , Xiaomin Xie 3 , Zhaoguo Zhang 3
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-01-19 , DOI: 10.1021/acs.joc.0c02477 Wuheng Dong 1, 2, 3 , Yao Yuan 3 , Caiyun Liang 2 , Feng Wu 3 , Siyuan Zhang 3 , Xiaomin Xie 3 , Zhaoguo Zhang 3
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A highly efficient ortho-dearomative cyclization reaction between alkynes and 2-bromo-2-(2-methoxybenzyl)malonate via visible light-induced photoredox catalysis has been reported. In the presence of 1 mol % fac-Ir(ppy)3, a variety of spiro[4.5]deca-1,7,9-trien-6-ones were obtained in moderate to excellent yields under mild conditions. Under the optimized reaction conditions, a sample reaction of 3 mmol scale proceeded smoothly to give the desired products in 84% yield with a low catalyst loading of 0.1 mol %.
中文翻译：
光催化自由基邻位定能环化：获得Spiro [4.5] deca-1,7,9-trien-6-ones
据报道，炔烃和2-溴-2-（2-甲氧基苄基）丙二酸酯之间通过可见光诱导的光氧化还原催化的高效邻位定环反应。在1mol％的fac- Ir（ppy）3的存在下，在温和的条件下以中等至优异的产率获得了各种螺[4.5] deca-1,7,9-三烯-6-。在优化的反应条件下，3 mmol规模的样品反应平稳进行，以84％的收率得到了所需的产物，催化剂负载量仅为0.1 mol％。
更新日期：2021-03-05
中文翻译：
光催化自由基邻位定能环化：获得Spiro [4.5] deca-1,7,9-trien-6-ones
据报道，炔烃和2-溴-2-（2-甲氧基苄基）丙二酸酯之间通过可见光诱导的光氧化还原催化的高效邻位定环反应。在1mol％的fac- Ir（ppy）3的存在下，在温和的条件下以中等至优异的产率获得了各种螺[4.5] deca-1,7,9-三烯-6-。在优化的反应条件下，3 mmol规模的样品反应平稳进行，以84％的收率得到了所需的产物，催化剂负载量仅为0.1 mol％。
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