Anil S. Gajare

SIMPLE AND PRACTICAL HALOGENATION OF ARENES, ALKENES AND ALKYNES WITH HYDROHALIC ACID/H2O2 (OR TBHP)

Abstract A simple protocol for the halogenation of arenes utilizing a combination of aqueous hydrogen peroxide (34 %) or tert-butylhydroperoxide (70 %) and hydrohalic acid is presented. A similar procedure of oxyhalogenation involving the in situ generation of positive halogen reagents is applied for the preparation of vicinal trans-dibromoalkanes and dichloroalkanes from alkenes. The reaction of alkenes with a combination of hydrochloric acid and hydrobromic acid with hydrogen peroxide gave a mixture of 1-bromo 2-chloro alkanes and 1,2-dibromoalkanes. Oxidative bromination of alkynes is also reported under similar conditions.

SIMPLE AND EFFICIENT CHLORINATION AND BROMINATION OF AROMATIC COMPOUNDS WITH AQUEOUS TBHP (OR H2O2) AND A HYDROHALIC ACID

A combination of aqueous tert-butylhydroperoxide (70%) or hydrogen peroxide (34%) and a hydrohalic acid was found effective in chlorination and bromination of aromatic compounds.

Facile regeneration of carbonyl compounds from oximes and tosylhydrazones with TBHP

Abstract 70% tert-Butyl hydroperoxide (TBHP) has been found to be an efficient and selective reagent for the mild oxidative cleavage of the CN of oximes and tosylhydrazones to yield their corresponding carbonyl compounds

Application of a diphosphinidenecyclobutene ligand in the solvent-free copper-catalysed amination reactions of aryl halidesElectronic supplementary information (ESI) available: details of general procedure for the solvent amination reaction; characterisation data of the products listed in Table 1 and Table 2. See http://www.rsc.org/suppdata/cc/b4/b408232j/

1,2-Diphenyl-3,4-bis[(2,4,6-tri-tert-butylphenyl)phosphinidene]cyclobutene was used as an additive ligand in copper-catalysed amination reactions of halobenzenes with amines in the presence of base to afford the corresponding secondary or tertiary amines in good to excellent yields.

A mild procedure for the clay catalyzed selective removal of the tert-butoxycarbonyl protecting group from aromatic amines

Abstract The application of solid acidic catalysts for the selective removal of N-Boc protection is presented in this report. Montmorillonite K10 was found to be an effective catalyst in removing aromatic N-Boc groups while leaving aliphatic N-Boc amines untouched.

EPZ-10 catalyzed regioselective transformation of alkenes into β-iodo ethers, iodohydrins and 2-iodomethyl-2,3-dihydrobenzofurans

An efficient method for the regioselective synthesis of β-iodo ethers and iodohydrines from styrene, indene and dihydronaphthalene in presence of EPZ-10R has been presented wherein only 0.5 equivalent iodine (I2) has been used. Similarly, o-allylphenols are converted to 2-iodomethyl-2,3-dihydrobenzofurans in high yields. This demonstrates a clean green chemical transformation with significant atom economy.

MICROWAVE ACCELERATED TETRAHYDROPYRANYLATION AND DETETRAHYDROPYRANYLATION OF ALCOHOLS, PHENOLS, AND THIOLS CATALYZED BY HYDRATED ZIRCONIA

ABSTRACT A solvent free and expeditious method for tetrahydropyranylation and detetrahydropyranylation of alcohols, phenols and thiols is described using hydrated zirconia and 3,4-dihydro-2H-pyran (DHP). A comparison of this microwave-accelerated reaction with conventional heating condition is also presented.

Clay catalyzed conversion of isatoic anhydride to 2-(o-aminophenyl)oxazolines

A simple and environmentally safe procedure for the preparation of 2-(o-aminophenyl)oxazolines from isatoic anhydride is presented. A series of chiral derivatives of the title compound is prepared in moderate yield via natural kaolinitic clay catalyzed reactions with optically pure 2-aminoalcohols. Reaction of polymer-supported isatoic anhydride under these conditions with chiral 2-aminoalcohols proceeds to furnish polymer-anchored analogues.

Microwave accelerated selective and facile deprotection of allyl esters catalyzed by Montmorillonite K-10

Carboxylic acids are regenerated from their corresponding substituted allyl esters by Montmorillonite K-10 using microwave irradiation under solvent free conditions to afford enhanced yields and reduced reaction times compared to thermal conditions.

TRANSDITHIOACETALIZATION OF ACETALS, KETALS, OXIMES, ENAMINES AND TOSYLHYDRAZONES CATALYSED BY NATURAL KAOLINITIC CLAY

Natural kaolinitic clay efficiently catalyses the transdithioacetalization of acetals, ketals, oximes, enamines and tosylhydrazones with ethane-1,2-dithiol and propane-1,3-dithiol to produce the corresponding dithiolanes in high yields.