178625-01-9Relevant academic research and scientific papers
Redox-Neutral Access to Sultams from 2-Nitrochalcones and Sulfur with Complete Atom Economy
Nguyen, Thanh Binh,Retailleau, Pascal
supporting information, p. 3879 - 3882 (2017/07/26)
A catalyst-free, redox-neutral, and completely atom-economical synthesis of sultams by simply heating 2-nitrochalcones with elemental sulfur in 3-picoline or N-methylmorpholine is described. The S-N, C-S, and S=O bonds of the sulfonamide are efficiently f
Pd-catalyzed cross-coupling of aryl carboxylic acids with propiophenones through a combination of decarboxylation and dehydrogenation
Zhou, Jun,Wu, Ge,Zhang, Min,Jie, Xiaoming,Su, Weiping
supporting information; experimental part, p. 8032 - 8036 (2012/08/13)
A palladium-catalyzed cross-coupling reaction of aryl carboxylic acids with saturated propiophenones through a combination of decarboxylation and dehydrogenation to form Heck-type products was reported. In a glove box, a 25 mL tube equipped with a stir bar was charged with Pd(OAc)2, PCy3, propiophenone, 2-nitrobenzoic acid, Ag2CO3 and nBu4NOAc HOAc. Then, the mixture was heated under nitrogen at 90°C in DMF for 24 h. After cooling down, the crude reaction mixture was analyzed by GC with n-dodecane as an internal standard to obtain 3a in 75% GC yield. Relatively weak bases, such as carboxylate salts, facilitated this reaction and the effect of the bases was a function of their solubility, while strong bases, such as K3PO4 and K2CO3 shut down the reaction completely. The simultaneous use of carboxylate salts and equimolar carboxylic acids significantly improved the yield of 3a, although the use of acetic acid alone was ineffective for the reaction.
