319921-60-3Relevant articles and documents
Copper-mediated sequential cyanation of aryl C-B and arene C-H bonds using ammonium iodide and DMF
Kim, Jinho,Choi, Jiho,Shin, Kwangmin,Chang, Sukbok
supporting information; experimental part, p. 2528 - 2531 (2012/04/04)
The cyanation of aromatic boronic acids, boronate esters, and borate salts was developed under copper-mediated oxidative conditions using ammonium iodide and DMF as the source of nitrogen and carbon atom of the cyano unit, respectively. The procedure was successfully extended to the cyanation of electron-rich benzenes, and regioselective introduction of a cyano group at the arene C-H bonds was also achieved. The observation that the reaction proceeds via a two-step process, initial iodination and then cyanation, led us to propose that ammonium iodide plays a dual role to provide iodide and nitrogen atom of the cyano moiety.
L-proline-promoted Rosenmund-von Braun reaction
Wang, Deping,Kuang, Liping,Li, Zhengwei,Ding, Ke
, p. 69 - 72 (2008/09/21)
L-Proline was identified as an effective additive to promote the Rosenmund-von Braun reaction at a lower temperature (80-120°C). This modified Rosenmund-von Braun cyanation of aryl bromides exhibits excellent functional-group compatibility, and provide an efficient and convenient approach for the synthesis of aryl nitriles. Georg Thieme Verlag Stuttgart.
