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Cubic nano-copper(I) oxides as reusable catalyst in consecutive decarboxylative CH arylation and carbonylation: rapid synthesis of carbonyl dibenzofurans
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2016-10-15 12:00:09 Rammyani Pal, Nivedita Chatterjee, Manas Roy, Sabyasachi Sarkar, Swarbhanu Sarkar, Asish Kumar Sen
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2016-10-15 12:00:09 Rammyani Pal, Nivedita Chatterjee, Manas Roy, Sabyasachi Sarkar, Swarbhanu Sarkar, Asish Kumar Sen
Consecutive chemo- and regio-selective decarboxylative CH arylation, followed by carbonylative CC coupling of aryl halide with isocyanide/alcohol was applied for the first time in one-step synthesis of carbonyl dibenzofurans with nanodomain cuprous oxide under aerobic condition. As a proof of concept, several novel dibenzofurans were synthesized from 2-(3-iodophenoxy)benzoic acid in good yield. The tandem protocol eliminates the use of excess catalysts, hazardous organic solvents, heavy metals like palladium or rhodium, ligands, oxidants, or external additives. More importantly, the cubic Cu(I) nanocatalyst can be recovered and recycled for three consecutive reactions without any significant loss of catalytic activity or any change in its morphology. Use of water as solvent and reusable catalyst makes the reaction environment friendly.
中文翻译:
立方纳米铜(I)氧化物可作为连续脱羧CH芳基化和羰基化中的可重复使用催化剂:羰基二苯并呋喃的快速合成
在好氧条件下,采用纳米域氧化亚铜一步一步合成羰基二苯并呋喃时,首次进行了连续的化学和区域选择性脱羧CH芳基化反应,然后将芳基卤化物与异氰化物/醇进行羰基CC偶联。作为概念的证明,由2-(3-碘苯氧基)苯甲酸以良好的产率合成了几种新颖的二苯并呋喃。串联方案消除了使用过量的催化剂,有害的有机溶剂,重金属(如钯或铑),配体,氧化剂或外部添加剂的使用。更重要的是,立方Cu(I)纳米催化剂可以回收并循环用于三个连续的反应,而不会显着降低催化活性或改变其形态。使用水作为溶剂和可重复使用的催化剂使反应环境友好。
更新日期:2016-10-16
中文翻译:
立方纳米铜(I)氧化物可作为连续脱羧CH芳基化和羰基化中的可重复使用催化剂:羰基二苯并呋喃的快速合成
在好氧条件下,采用纳米域氧化亚铜一步一步合成羰基二苯并呋喃时,首次进行了连续的化学和区域选择性脱羧CH芳基化反应,然后将芳基卤化物与异氰化物/醇进行羰基CC偶联。作为概念的证明,由2-(3-碘苯氧基)苯甲酸以良好的产率合成了几种新颖的二苯并呋喃。串联方案消除了使用过量的催化剂,有害的有机溶剂,重金属(如钯或铑),配体,氧化剂或外部添加剂的使用。更重要的是,立方Cu(I)纳米催化剂可以回收并循环用于三个连续的反应,而不会显着降低催化活性或改变其形态。使用水作为溶剂和可重复使用的催化剂使反应环境友好。