Studies on reactivity of ketosulfones

Synthesis of a New Class of Sulfone Linked Bisheterocycles

“…The coupling constant values J AM = 12.6 Hz, J MX = 10.6 Hz, and J AX = 5.5 Hz show that H A and H M are cis ; H A and H X are trans ; and H M and H X are geminal . In addition, a doublet observed at δ 6.65 ppm was assigned to H C , whereas the signal due to H D merged with aromatic protons . The coupling constant value J = 14.2 Hz indicated their trans geometry.…”

“…The microanalyses were performed on Perkin‐Elmer 240C elemental analyzer (Waltham, MA). The starting compounds 1‐aroyl‐2‐styrylsulfonylethene ( 1 ) and 4,5‐dihydro‐3‐aryl‐5‐(styrylsulfonyl)‐1 H ‐pyrazole ( 2 ) were prepared as per the literature procedure .…”

“…In fact, the development of practical methods for the preparation of differently substituted bisheterocycles has become an important and critical goal in organic synthesis. In continuation of our efforts to develop bisheterocyclic systems from the multifunctional synthetic intermediate 1‐aroyl‐2‐styrylsulfonylethene , the present work has been taken up.…”

Studies on Reactivity of Bisolefinic Diketo Sulfides/Sulfones. II

“…[4] Apart from these, the bifunctional bisolefins, 1-aroyl-2-styrylsulfonylethenes have also been used as a source to obtain novel bis pyrazolines/pyrazoles adopting similar methodology. [5] In view of these observations and being undeterred by the results we further examined our study on the reactivity of bisolefinic diketo sulfides/sulfones with diazomethane and hydrazine hydrate.…”

Aroylethenesulfonylacetic Acid Methyl Ester-A Synthon for Novel Sulfone Linked Bis Heterocycles

“…15) Similarly, the cycloaddition of diazomethane to 1-aroyl-2-styrylsulfonylethenes gave 3-aroyl-4-styrylsulfonyl-2-pyrazolines. 16) The treatment of 4 with diazomethane in the presence of Et 3 N at Ϫ20°C for 48 h gave a solid which is identified as (3-aroyl-4,5-dihydro-1H-pyrazole-4-sulfonyl)-acetic acid methyl ester (7). The addition of diazomethane to 4 may produce regioisomers.…”