80326-96-1Relevant articles and documents
Bifunctional Br?nsted Base Catalyzed Mannich Reaction of β-Alkoxy α-Keto Amides: Stereocontrolled Entry to Functionalized Amino Diols
Echave, Haizea,Bastida, I?aki,López, Rosa,Palomo, Claudio
, p. 11554 - 11558 (2018)
The potential of β-alkoxy α-keto amides as pronucleophiles in the enantioselective Mannich type reaction with p-nosyl imines is presented. The proper combination of β-alkoxy α-keto amides and a squaramide-based Br?nsted base catalyst produced highly enantioenriched Mannich adducts, which may be transformed into functionalized amino diols.
Room-Temperature Decarboxylative Couplings of α-Oxocarboxylates with Aryl Halides by Merging Photoredox with Palladium Catalysis
Cheng, Wan-Min,Shang, Rui,Yu, Hai-Zhu,Fu, Yao
supporting information, p. 13191 - 13195 (2015/09/15)
Enabled by merging iridium photoredox catalysis and palladium catalysis, α-oxocarboxylate salts can be decarboxylatively coupled with aryl halides to generate aromatic ketones and amides at room temperature. DFT calculations suggest that this reaction proceeds through a Pd0-PdII-PdIII pathway, in which the PdIII intermediate is responsible for reoxidizing IrII to complete the IrIII-IrIII-IrII photoredox cycle. Like a mergin': Enabled by merging iridium photoredox catalysis and palladium catalysis, palladium-catalyzed decarboxylative coupling of α-oxocarboxylates with aryl halides can proceed at room temperature. DFT calculations suggest that a Pd0-PdII-PdIII catalytic cycle is merged with an IrIII-IrIII-IrII photoredox cycle, in which PdIII is responsible for oxidizing IrII to complete the photoredox cycle.
Practical synthesis of functionalized 1,5-disubstituted 1,2,4-triazole derivatives
Xu, Yingju,McLaughlin, Mark,Bolton, Emily N.,Reamer, Robert A.
supporting information; experimental part, p. 8666 - 8669 (2011/02/28)
A general approach for the synthesis of 1,5-disubstituted-1,2,4-triazole compounds is described. A series of new oxamide-derived amidine reagents can be accessed in excellent yield with minimal purification necessary. Typically, these amidine reagents are stable crystalline solids and in certain cases were found to exist in a cyclic form as determined by NMR spectroscopy. Under optimized conditions, the direct reaction of these prepared reagents with various hydrazine hydrochloride salts efficiently generates the target triazoles. Both aromatic and aliphatic hydrazines react readily with the amidine reagents under very mild reaction conditions, delivering desired 1,5-disubstituted-1,2,4-triazole derivatives in good yields.