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Copper-catalyzed ipso-selenation of aromatic carboxylic acids
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2017-11-13 00:00:00 , DOI: 10.1039/c7ob02066j
Jing Wang 1, 2, 3, 4 , Hongchen Li 3, 4, 5, 6 , Tao Leng 3, 4, 5, 6 , Miaochang Liu 3, 4, 5, 6 , Jinchang Ding 3, 4, 5, 6 , Xiaobo Huang 3, 4, 5, 6 , Huayue Wu 3, 4, 5, 6 , Wenxia Gao 3, 4, 5, 6 , Ge Wu 1, 2, 3, 4, 7
Affiliation  

The copper-catalyzed decarboxylative selenation of aromatic carboxylic acids with diselenide is reported. This transformation tolerated a diverse set of functional groups on the substrates, including pentafluorobenzoic acid and heteroaromatic acids, delivering diaryl and methyl aryl selenides in good to excellent yields. Mechanistic studies indicated that the copper catalyst is essential in the activation of the Se–Se bond and the decarboxylation of aromatic acids. The utility of the products has been demonstrated in the facile synthesis of 10H-phenoselenazine and 11-methyldibenzo-(b,f)-1,4-selenazepine.

中文翻译:

铜催化本位的芳族羧酸-selenation

据报道,铜催化的芳族羧酸与二硒化物的脱羧硒化反应。该转化耐受底物上的各种官能团,包括五氟苯甲酸和杂芳族酸,以良好或优异的产率递送二芳基和甲基芳基硒化物。机理研究表明,铜催化剂对于激活Se-Se键和芳香酸脱羧至关重要。该产品的实用性已在10 H-吩来那嗪和11-甲基二苯并-(bf)-1,4-硒苯氮平的轻松合成中得到证明。
更新日期:2017-11-13
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