Novel synthesis of 1,3,4-thiadiazine derivatives and their cycloaddition reactions.
4-Phenyl-3-thiosemicarbazide 1 reacted with the alpha-halocarbonyl compounds 2a, b to give the thiosemicarbazone derivatives 3a, b. The latter compounds underwent cyclization to the 1,3,4-thiadiazine derivatives 4a, b which underwent [2 + 4] cycloaddition reactions to give the 4H-thiopyran derivatives 7a, b. The chemistry of these thiopyrans was studied. Some of the fused derivatives among them compounds 20a, 20b, 21a, 21b allowed good mycelial growth and sporulation by the two fungi. This indicates that the two fungi can use the N-containing heterocyclic ring as a nitrogen source.
Wardakhan
Wagnat W
WW
National Organization for Drug Control and Research, Cairo, A. R. Egypt. wagnatward@hotmail.com
D005658:Fungi / Q000187:drug effects / Q000254:growth & development; D009682:Magnetic Resonance Spectroscopy; D013172:Spores, Fungal / Q000187:drug effects / Q000502:physiology; D013829:Thiadiazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D013829:Thiadiazines