General Reactivity of 2-Lithiobenzothiazole to Various Electrophiles and the Use as a Formyl Anion Equivalent in the Synthesis of α-Hydroxy Carbonyl Compounds
The reaction of 2-lithiobenzothiazole with a variety of electrophiles such as aldehydes, ketones, carboxylic esters, lactones, nitriles, and amides afforded the expected addition and substitution products.Trimethylsilyl chloride readily reacted with the b
KETONE-GENERATING REACTION OF 3-METHYL-2-(1'-HYDROXYDIALKYLMETHYL)BENZOTHIAZOLIUM IODIDE UNDER BASIC CONDITIONS
Quaternized benzothiazol-2-yl moiety was found to be a good leaving group in the ketone-generating reaction of 3-methyl-2-(1'-hydroxydialkylmethyl)benzothiazolium iodides.The benzothiazolium salts easily obtained from ketones via methylation of 2-(1'-hydroxydialkylmethyl)benzothiazoles with methyl iodide, produced the corresponding ketones in excellent yields by the treatment with a variety of bases.Aldehydes and carboxylic esters were convertible to ketones by using the present methodology.
Differing Reactivities and Products in the Reaction of Some N-Methylimidazol-2-yl, Oxazol-2-yl and Thiazol-2-ylsilanes and -stannanes with Acid Chlorides
Some new N-methylimidazoles, oxazoles and thiazoles (compounds 7-15) with a keto-function in the 2-position have been synthesized by the reaction of heterocyclic substituted silanes and stannanes with the corresponding acyl chlorides.In cases where the si
Jutzi, Peter,Gilge, Ullrich
p. 1011 - 1014
(2007/10/02)
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