130161-46-5Relevant articles and documents
Synthesis of Soai Type 2-Arylpyrimidine-5-carbaldehydes through Desulfurative Cross-Coupling with Arylboronic Acids
Maltsev, Oleg V.,Rausch, Rodger,Quan, Zheng-Jun,Hintermann, Lukas
, p. 7426 - 7432 (2016/02/20)
A two-step synthesis of 2-arylpyrimidine-5-carbaldehydes, which are of relevance as substrates for Soai's asymmetric autocatalysis, was realized by exploiting a hidden threefold symmetry in the target core structure. Condensation of Arnold's C 3-symmetric vinamidinium cation with S-methylisothiouronium sulfate provides 2-methylsulfanyl-pyrimidine-5-carbaldehyde; introduction of aryl groups at C-2 of the latter was accomplished by a Liebeskind-Srogl palladium-catalyzed desulfurative (de-methylsulfanylative) coupling with aryl boronic acids to obtain the target compounds 1 (14 examples, 60-95 % yield). 2-Arylpyrimidine-5-carbaldehydes, which are of relevance as substrates in Soai's asymmetric autocatalysis, are prepared through Liebeskind-Srogl coupling of aryl boronic acids with 2-methylthiopyrimidine-5-carbaldehyde; the latter is obtained in a hydrolytic condensation of two symmetric amidinium salts.
LACTAM COMPOUNDS AND MEDICINAL USE THEREOF
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, (2008/06/13)
An agent for increasing the sugar-transporting capacity and an agent for preventing and/or treating diabetes, diabetic peripheral neuropathy, diabetic nephropathy, diabetic retinopathy, diabetic macroangiopathy, impaired glucose tolerance or adiposis, which contains a lactam compound or a pharmaceutically acceptable salt thereof as the active ingredient.
Shock sensitivity of a vinamidinium bis-perchlorate reagent and demonstration of a lower energy alternative
Ragan,McDermott,Jones,Am Ende,Clifford,McHardy,Heck,Liras,Segelstein
, p. 1172 - 1174 (2007/10/03)
'Vinamidinium' bis-perchlorate salt 1 (2-dimethylaminomethylene-1,3-bis(dimethylimmonio)-propane bis-perchlorate) was found to possess remarkably high thermal energy as well as significant shock sensitivity. A reported method for preparation of 2,5-disubstituted pyrimidines with 1 was of interest, and we found that the corresponding bis-tetrafluoroborate salt 2 was equally effective in this transformation, while possessing significantly lower thermal energy.