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Sonochemistry and Copper Catalysis: An Efficient Duo in the Synthesis of Chalcogenylindolizines
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-07-13 , DOI: 10.1002/ajoc.202000318
Filipe Penteado 1 , Luana Bettanin 1 , Kethelyn Machado 1 , Gelson Perin 1 , Diego Alves 1 , Eder J. Lenardão 1
Affiliation  

Herein, we describe an efficient and selective Cu‐catalyzed C−H bond chalcogenation of the indolizine core, in the presence of DMSO and applying ultrasound irradiation as an alternative energy source. Under the optimal conditions, 3‐sulfanylindolizines (16 examples) were prepared in moderate to good yields starting from diorganyl disulfides and 2‐arylindolizines. When diphenyl diselenide was used, 1,3‐bis(selanyl) indolizines (4 examples) were exclusively obtained in very good yields. The use of ultrasound irradiation makes the reaction faster and more selective when compared to conventional heating.

中文翻译:

声化学和铜催化:硫属元素吲哚嗪酮合成中的高效二重奏

在本文中,我们描述了在存在DMSO的情况下,超声辐照作为替代能源的高效和选择性Cu-催化的吲哚嗪核的CH键硫族化。在最佳条件下,从二有机基二硫化物和2-芳基吲哚嗪开始,以中等至良好的收率制备了3-磺酰亚氮吗啉(16例)。当使用二苯二硒化物时,仅以非常高的收率专门获得了1,3-双(癸二基)吲哚嗪(4例)。与常规加热相比,超声辐射的使用使反应更快且更具选择性。
更新日期:2020-07-13
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