Ricardo Bossio

A Facile Synthesis of β-Lactams Based on the Isocyanide Chemistry

Abstract The reaction between ( E )-cinnamaldehyde ( 1 ), chloroacetic acid ( 2 ), cyclohexyl isocyanide ( 3 ), and amines 4 afforded the expected Ugi 4-CC products 5 , which were easily cyclised to ( E )-1-substituted N -cyclohexyl-2-(1-phenylethen-2-yl)-4-oxoazetidine-2-carboxamides 6 upon treatment with methanolic KOH.

Synthesis and fluorescence of some thiazole and benzothiazole derivatives

Abstract The optical properties of a series of thiazole and benzothiazole styryl derivatives are reported. The effect of lengthening the conjugative system in several thiazolyl- and benzothiazolyl-vinyl stilbenes which were prepared and tested as fluorescent whitening agents is discussed.

Studies on alkyl isocyanoacetates and related compounds. Synthesis of 6-arylthio-8-ethoxycarbonyl-4-ethoxycarbonyl-methylaminoimidazo[5,1-b][1,3,5]thiadiazine-2-thiones

N-Ethoxycarbonylmethyl-S-arylthiocarbamoylisothiocyanates upon treatment with NEt 3 and then with HCl afforded 6-arylthio-8-ethoxycarbonyl-4-ethoxycarbonyl-methylaminoimidazo[5,1-b][1,3,5]thiadiazine-2-thiones.

Synthesis of 1-Arylthiocarbonyl-4-isopropylamino-2,5-dihydro-1H-imidazole-2-thiones, a Novel Class of Imidazole Derivatives

The reaction between N-isopropylisocyanoacetamide and arylsulfenyl thiocyanates provides a useful route to 1-arylthiocarbonyl-4-isopropylamino-2,5-dihydro-1H-imidazole-2-thiones, a novel class of imidazole derivatives, whose structure was determined by X-ray analysis

STUDIES ON ISOCYANIDES. SYNTHESIS OF N-TOSYLGUANIDINES

Abstract The reaction between isocyanides 1 , anilines 2 , and chloramine T ( 3 ) affords N -sulfonylguanidines 4 . The reaction mechanism is discussed in the light of experimental evidences that confirm the initial formation of N -chloroanilines.

A facile synthesis of 1-aryl-2-artylthio-1H-imidazoles

The reaction between the hitherto unknown 2,2-diethoxy-1-isocyanoethane with sulfenyl chlorides and arylamines afforded isothioureas which were cyclized to give the title compounds

A novel class of nitrile ylide

Abstract Isothiocarbamoyl chlorides IV on treatment with NEt 3 afforded nitrile ylides V which reacted with dimethyl acetylenedicarboxylate to give 2 H -pyrroles VI and with ethyl cyanoformate to give 4 H -imidazoles VII.

Studies on isocyanides and related compounds: synthesis of benzo[c]thiophenes by way of acid-induced three-component reactions

The ‘diimino thioanhydrides’ of cyclohex-l-ene-1,2-dicarboxylic acid have been synthesized in a very simple manner by allowing 2-(arylaminothiocarbonyl)cyclohexanones 1 and isocyanides 3 to react in an acidic medium. A mechanism for this three-component reaction, based on isocyanide chemistry, is proposed.

Synthesis of 2,4-Diarylthio-5-N-alkyl-N-phenylaminooxazoles. A Novel Class of Oxazole Derivatives

The reaction between N-alkylisocyanoacetanilides, arylsulfenyl chlorides and NEt 3 afforded 2,4-diarylthio-5-N-phenylaminooxazoles, a hitherto unknown class of oxazole derivatives

Regioselectivity in the 3,5-dialkylation of 3,5-dimethyl-4-(methylcyclo-hexen-1-yl)isoxazole

3,5-Dimethyl-4-(4-methylcyclohexen-1-yl)isoxazole reacts with β-methallyl chloride and either lithium isopropylcyclohexylamide or n-buthyl-lithium in THF to afford the three alkylation products II, III, IV, in yields controled by the ratio of isoxazole:base:halide