Treatment of substituted benzyl alcohols with tosyl chloride resulted in the formation of the corresponding chlorides, not the usual tosylates. A series of experiments demonstrated that it was possible to predict whether chlorination or tosylation would occur for substituted benzyl alcohols and pyridine methanols. Treatment of electron withdrawing group-substituted benzyl alcohols with tosyl ch...

The tosyl group has been one of the most commonly used groups to protect, activate and chelate indoles for lithiation at position 2. In the course of one of our synthetic programs, 1-tosyl-2-(pmethoxyphenylacetyl)indole (1a) was prepared in excellent yields starting from N-tosylindole by 2lithiation, transformation of the resulting 2-lithio derivative into the 2-trimethylstannylindole derivativ...

The isothiourea HBTM-2.1 (5 mol %) catalyzes the asymmetric formal [2 + 2] cycloaddition of both arylacetic acids (following activation with tosyl chloride) and preformed 2-arylacetic anhydrides with N-sulfonylaldimines, generating stereodefined 2,3-diaryl-β-amino esters (after ring-opening) and 3,4-diaryl-anti-β-lactams, respectively, with high diastereocontrol (up to >95:5 dr) and good to exc...

The title compound, C(19)H(19)N(3)O(4)S(2), was prepared by the reaction of 2,3-diamino-pyridine with tosyl chloride in a mixture of dichloro-methane-pyridine as solvent. In the crystal, mol-ecules associate via pairs of N-H⋯N hydrogen bonds, forming a centrosymmetric eight-membered {⋯HNCN}(2) synthon. The dihedral angles between the amino-pyridine ring and the tosyl benzene rings are 50.01 (6)...

Tosyl esters of Indole acetic acid and Naphthalene acetic acid were prepared by treating the acids with ptoluenesulfonyl chloride in the presence of a strong base triethylamine. The synthesized compounds were identified by TLC technique. IR and 1 H-NMR spectral measurements were carried out to characterize and elucidate the structure of the synthesized compounds. Anti microbial activity on the ...

The reaction of 2-(amino-meth-yl)pyridine and 4-toluene-sulfonyl chloride in CH(2)Cl(2) at pH 8 led to the title compound, C(20)H(20)N(2)O(4)S(2). The aromatic rings are almost perpendicular to each other and the dihedral angles between the aromatic ring planes are 74.33 (9) (central pyridine versus benzene ring of the tosyl group bonded to the imine functionality), 73.77 (6) (pyridine versus b...

2-Aminobenzylaniline was ditosylated and gave an unexpected product N,N-ditosylamino-2-benzylaminobenzene in which the primary amine had ditosylated, benzylamine unreacted. The benzylamine, although more electron rich, is sterically crowded less nucleophilic than this system. Sterically tosylamides were prepared by reacting o-phenylenediamine, p-phenylenediamine 1,8-diaminonaphthalene with tosy...

In this study, we have been involved in the synthesis and characterization studies of a new cyclotriorganophosphazenes complex with protected phloroglusine ligand. Firstly,we synthesized hexachlorocyclotirphosphazene from ammonium chloride and phosphorus pentachloride reaction and then two hydroxyl groups of the phloroglusine ligand were protected with methyl iodide and tosyl chloride. Fina...

The title compound, C(15)H(22)NO(4)S(+)·Cl(-), is a hydrolysis product of lesatropane [(1R,3S,5R,6S)-6-acet-oxy-3-tosyl-oxytropane] hydro-chloride, a potential anti-glaucoma agent. As in lesatropane, the piperidine and pyrrolidine rings in the title compound adopt chair and envelope conformations, respectively. There are two mol-ecules in the unit cell with similar conformations. The crystal st...