TBAF-assisted N-arylation and benzylation of benzazoles such as 1H-benzimidazole, 1H-indole, and 1H-benzotriazole with aryl and benzyl halides have been demonstrated under the ligand/base/solvent-free conditions. In the presence of CuBr2 and TBAF (n-Bu4NF), the azoles underwent N-arylation and benzylation with aryl and benzyl halides smoothly in moderate to good yields. It is noteworthy that the reaction is conducted under the ligand/base/solvent-free conditions.
(4,5-Dichloro-6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester (3) is an efficient coupling agent for lactonization of aliphatic and aromatic ω-hydroxycarboxylic acids. Lactonization of ω-hydroxycarboxylic acids with 3 in the presence of equimolar amounts of a base gave the corresponding monoolides, diolides, triolides and/or tetraolides.
in Wiley InterScience (www.interscience.wiley.com).The photophysical behavior of trans-2-styrylpyridazin-3(2H)-ones 3 strongly depend on the number and the position of substituents in the phenyl ring in THF, methylene chloride, acetonitrile and methanol. The absorption spectra of 3 containing the electron-donating substituents at the para-position show the red-shift, whereas the spectra of 3 containing the electron-withdrawing substituents show the blueshift. For the trans-2-(p-substituted-styryl)pyridazin-3(2H)-ones 3b-3h and 3k-3o, the magnitude of the solvatochromic shifts and the shape of the fluorescence spectra depend on the number and/or the position of substituents in benzene ring. The emission maximum of trans-2-styrylpyridazin-3(2H)-ones involving the electron-donating group is larger than one of trans-2-styrylpyridazin-3(2H)-ones involving the electron-withdrawing group in the phenyl ring. The magnitude of the emission maximum is roughly parallel to the relative electron-withdrawing ability of the substituents of the phenyl ring.
Herbicides V 1000 Synthesis of 2-(2-Fluoro-1-hydroxypropyl)-N-(N-(hydroxyl-methylcarbamoyl)carbamimidoylcarbamoyl)pyridine-3-sulfonamide as a PotentMetabolite of Flucetosulfuron. -The metabolite (I) is synthesized as racemate via a 4-step sequence in 67% overall yield.
in Wiley InterScience (www.interscience.wiley.com).The regiochemistry was investigated for the reaction of 2-chloromethyl-4,5-dichloropyridazin-3(2H)-one (1) with some phenols 2 in the presence of a base in organic solvents. Seven diphenoxy derivatives 5 were synthesized selectively from 1 and phenols 2 under two optimized conditions. The product distributions of these reactions are dependent on the base, the solvent, and/or the substitutes of phenols.
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