Cyclization of dialkyl(4-hydroxy-2-butynyl)-(3 isopropenylpropargyl)ammonium salts and intramolecular recyclization of the resultant products

2,2-Dialkyl(4-hydroxy-2-butynyl)(3-isopropenylpropargyl)ammonium chlorides in the presence of 0.2 molar equivalents of KOH in water undergo facile cyclization to give 2,2-dialkyl-4-hydroxymethyl-6-methylisoindolinium chlorides, which recyclize to dialkyl(6-methyl-1,3-dihydro-4-isobenzofuranylmethyl)amines by the action of a two-fold molar excess of KOH in water. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 528–532, April, 2007.     

The Stevens rearrangement of propargyl-containing ammonium salts

The Stevens rearrangement of ammonium salts with two propargyl group at the ammonium nitrogen results in the formation of amines containing acetylene-acetylene and acetylene-allene fragments.     

Synthesis and Biological Activity of β-Aminoketones,Secondary Aminopropanols and Oximes of 2-Aminothiophene Series

Russian Journal of General Chemistry - The reactions of substituted 3-dietliylaminopropan-1-ones hydrochlorides with 2-amino-6-(H, alkyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitriles and...     

Base-Catalyzed Intramolecular [4+2]-Cycloaddition of [3-Arylprop-2-yn-1-yl](3-phenylprop-2-en-1-yl)ammonium Bromides and Cleavage of the Cycloaddition Products in Aqueous Alkali

Russian Journal of Organic Chemistry - Study of the intramolecular cyclization of [3-(4-bromo(or methyl)phenylprop-2-yn-1-yl](3-phenylprop-2-en-1-yl)ammonium bromides has shown that the presence of...     

Synthesis of New Derivatives Benzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-d]pyrimidine

Russian Journal of Organic Chemistry - The reactions of 4-methyl- and (RS)-4,6-dimethyl-2-phenyl-5,6-dihydrobenzo[4′,5′]imidazo-[2′,1′:6,1]pyrido[2,3-d]pyrimidines and...     

Cyclodimerization of 3,2-Stevens rearrangement products of 1,9-bisammonium salts containing a 5-oxanonane-2,7-diyne-1,9-diyl group

1,9-Bisdimethylammonium salts containing a 5-oxanonane-2,7-diyne-1,9-diyl along with alkoxycarbonylalkyl group, undergo double 3,2-Stevens rearrangement under the action of corresponding sodium alcoholates to form allene diamino esters whose prototropic isomerization under the action of dilute HCl gives rise to diketo diesters. The latter undergo 1,4-alcohol elimination under the reaction conditions and yield diene keto esters that cyclodimerize into cyclohexene derivatives. The bisammonium salt with a cyanomethyl group rearranges to form an allene dinitrile, which isomerizes into a diene compound.