Synthesis and biological activity of a new class of sulfone-linked pyrrolylpyrazoles and pyrrolylisoxazoles from methyl-3-aryl-2-(E-arylethenesulfonyl)acrylate.
A new class of sulfone-linked bis heterocycles, methyl-3-(4'-aryl-1'H-pyrazol-3'-ylsulfonyl)-4-aryl-3H-pyrrole-3-carboxylate (8), methyl-3-(1'-phenyl-3',5'-diaryl-1'H-pyrazol-4'-ylsulfonyl)-4-aryl-3H-pyrrole-3-carboxylate (9) and methyl-3-(3',5'-diarylisoxazol-4'-ylsulfonyl)-4-aryl-3H-pyrrole-3-carboxylate (10) were prepared by the regioselective reaction of methyl-3-aryl-2-(E-arylethenesulfonyl)acrylate (2) with tosylmethyl isocyanide followed by fuctionalization of olefin moiety with 1,3-dipolar reagents. The lead compounds were tested for their antimicrobial activity.
Padmavathi
Venkatapuram
V
Department of Chemistry, Sri Venkateswara University, Tirupati-517 502, India. vkpuram2001@yahoo.com
Radha Lakshmi
Thunga
T
Mahesh
Konda
K
Padmaja
Adivireddy
A
D000179:Acrylates / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D003486:Cyanides / Q000737:chemistry; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000737:chemistry*
D000179:Acrylates; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D003486:Cyanides; D007555:Isoxazoles; D011720:Pyrazoles; D011758:Pyrroles; D013450:Sulfones; C469613:tosylmethyl isocyanide; C036658:acrylic acid