This work described a simple and efficient method for the synthesis of 1-azabicyclo[3.1.0]hexane-3-ene derivatives. arylidenmalononitriles and hydroxylamine hydrochloride in the presence of NaOH, under microwave irradiation and solvent-free conditions produced the titled compounds in good to excellent yields. Using of simple chemicals, short reaction times, and solvent-free conditions, high yie...

Treatment of 3-aminocyclohex-1-enes with mCPBA in the presence of trichloroacetic acid gives the corresponding 1,2-anti-2,3-syn-1-trichloroacetoxy-2-hydroxy-3-aminocyclohexane with high levels of diastereoselectivity (90% de). This is consistent with a mechanism of oxidation involving hydrogen-bonded delivery of the oxidant by the allylic ammonium ion formed in situ, followed by highly regiosel...

A new coupling-isomerization-Claisen domino reaction starting from electron deficient halides and 1-(hetero)aryl propargyl trityl ethers dichotomizes in the concluding steps of the sequence and gives rise to the formation of tricyclo[3.2.1.0(2,7)]oct-3-enes, enones, 1H-isochromenes, or indans as a consequence of minute differences of substituent effects.

A base-catalyzed selective cycloisomerization of 3-aza-1,5-enynes is developed. This transformation provides a facile access to highly functionalized 2-azabicyclo[3.2.0]hept-2-enes and sulfonyl vinyl-substituted pyrroles. The chemoselectivity was controlled by the substituent pattern of the substrates.

A series of 5alpha-androst-3-enes and 3alpha,4alpha-epoxy-5alpha-androstanes were synthesized and tested for their abilities to inhibit aromatase in human placental microsomes. In these series the original C-17 carbonyl group was replaced by hydroxyl, acetyl and hydroxyimine groups. Inhibition kinetic analysis on the most potent steroid of these series revealed that it inhibits the enzyme in a ...

Microwave-assisted unimolecular isomerization-Claisen domino reactions of 1,3-di(hetero)aryl propargyl trityl ethers lead, depending on the basicity of the amine, either to the formation of tricyclo[3.2.1.0(2,7)]oct-3-enes (with triethylamine) or to indanes (with DBU). Based upon product analyses and computations, this base dependent dichotomy can be rationalized as a sequel of pericyclic react...

3-Cyanoamino-1,2- and -2,3-diferrocenylcyclopropenes 6a,b and 11a,b prepared by the reaction of diferrocenylcyclopropenylium salts with sodium cyanamide undergo smooth intramolecular transformations with both conservation of the three-membered ring [affording 3-cyanoimino-1,2-diferrocenylcyclopropene (8)] and its opening [affording Z-3-morpholino- and Z-3-piperidino-3-(cyanoimino)-1,2-diferroce...