New trisubstituted cyanopyrazoles and cyanoscorpionates

Crystal structures of 5-bromo-1-arylpyrazoles and their halogen bonding features

“…A quick search in the CSD revealed 17 hits [41][42][43][44][45][46][47][48][49][50][51][52][53] for 5-bromopyrazole structures, 14 of them presenting short halogen contacts involving 5-Br-pyrazole. These 14 structures are discussed in 10 articles and to date, the remaining structures 49,52,53 appear in the CSD as communications only, without associated articles.…”

“…[33][34][35][36][37] We also previously reported the halogen bonding properties in 5-iodopyrazoles which we found to be favorable substrates for investigating such interactions. [38][39][40] Proceeding further in attempting to understand halogen bonding, our attention was drawn to 5-bromopyrazoles, as we observed that crystal structures containing a pyrazole brominated at the 5 position are rather scarce (with only 17 hits in the Cambridge Structural Database (CSD)) [41][42][43][44][45][46][47][48][49][50][51][52][53] and usually represented by transition metal complexes. Another reason for pursuing these compounds is that from our previous studies we observed that even when the Br atom is not attached at the 5 position of the pyrazole, it is prone to halogen bonding.…”

Acetonitrile as a Building Block and Reactant

“…Esters that do not contain a labile group give a high yield of the corresponding β-oxo nitrile. [124][125][126][127][128] In the case of 3-aryl-3-oxopropanenitriles, higher functional group tolerance was experience when switching form sodium amide and alkoxide bases to sodium hydride. 41 This base was also successfully used in reactions with other benzoate esters, 128,129 while LiHMDS has been employed in condensation with indole derivatives.…”

“…[124][125][126][127][128] In the case of 3-aryl-3-oxopropanenitriles, higher functional group tolerance was experience when switching form sodium amide and alkoxide bases to sodium hydride. 41 This base was also successfully used in reactions with other benzoate esters, 128,129 while LiHMDS has been employed in condensation with indole derivatives. 130 Scheme 20 Reaction of acetonitrile anion with esters (Vong et al 2003; 124 Nani et al 2013; 126 Kadel et al; 128 Kim et al; 129…”

“…41 This base was also successfully used in reactions with other benzoate esters, 128,129 while LiHMDS has been employed in condensation with indole derivatives. 130 Scheme 20 Reaction of acetonitrile anion with esters (Vong et al 2003; 124 Nani et al 2013; 126 Kadel et al; 128 Kim et al; 129…”