Tesmol G. George

A direct synthesis of aryl thiocyanates using cerium(IV) ammonium nitrate

Abstract An easy method for the conversion of arenes to aryl thiocyanates in high yields as illustrated by the formation of 3-thiocyanato indole from indole in quantitative yield is described.

An efficient bromination of alkenes using cerium(IV) ammonium nitrate (CAN) and potassium bromide

Abstract Bromination of alkenes using a combination of potassium bromide and cerium(iv) ammonium nitrate (CAN) in a two phase system consisting of water and dichloromethane affords the corresponding dibromides in excellent yield. The reaction most likely involves the addition of the bromine radical generated from bromide ion by CAN and subsequent formation of the dibromide.

An efficient one-pot synthesis of vinyl sulphones via CAN mediated reaction of aryl sulphinates and alkenes

Abstract Cerium(IV) ammonium nitrate mediated reaction of sodium arene sulphinate and sodium iodide with alkenes afforded vinyl sulphones in very good yields.

A novel synthesis of α-azidocinnamates, α-azido-α,β-unsaturated ketones and β-azidostyrenes mediated by cerium(IV) ammonium nitrate

Abstract Cerium(IV) ammonium nitrate mediated addition of azide to cinnamic esters, acids and α,β-unsaturated ketones, followed by reaction with sodium acetate afforded the α-azidocinnamates, β-azidostyrenes and α-azido-α,β-unsaturated ketones, respectively, in good yields.

Cerium(IV) Ammonium Nitrate Mediated Addition of Thiocyanate and Azide to Styrenes: Expeditious Routes to Phenacyl Thiocyanates and Phenacyl Azides

Abstract An efficient synthesis of phenacyl thiocyanates and phenacyl azides is described here. Styrenes react with ammonium thiocyanate and sodium azide in the presence of cerium(IV) ammonium nitrate under an oxygen atmosphere to afford phenacyl thiocyanates and phenacyl azides respectively in good yields.

Cerium(IV) Ammonium Nitrate Induced Dimerization of Methoxystyrenes

4-Methoxystyrene 1 underwent dimerization to 1,4-diphenylbutane derivatives 5 and 6 in presence of CAN in methanol. But in ethanol the same reaction afforded a tetralone derivative along with 5 and 6. 3,4-Dimethoxystyrene 10 underwent dimerization in presence of CAN in methanol to afford acyclic as well as cyclic products. 3,4,5-Trimethoxystyrene 12 in presence of CAN in methanol afforded only the cyclized dimers, the tetralone 21 and the tetralin derivative 22.

A Facile CAN‐Mediated Synthesis of Selenocyanates from Arylalkenes and Heteroarenes

Selenocyanation of styrenes and indoles mediated by cerium(IV) ammonium nitrate (CAN) afforded the corresponding selenocyanates in moderate to good yields. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)

A facile synthesis of optically active lactones using benzyl-3,6-anhydro glucofuranoside as chiral auxiliary

Abstract A highly enantioselective synthesis of γ- and δ-lactones using an anhydrofuranoside derived from D-glucose as chiral auxiliary is described.

Cerium(IV) ammonium nitrate mediated thiocyanation of dienes: Some interesting observations

Various 1,3-dienes when treated with a solution of cerium(IV) ammonium nitrate and ammonium thiocyanate in acetonitrile afforded the isothiocyanatothiocyanates via a [3,3] sigmatropic rearrangement. Electron rich dienes afforded the γ-thiocyanato-α,β-unsaturated carbonyl compounds under similar experimental conditions.