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Novel Synthesis of 1,3,4‐Thiadiazine Derivatives and Their Cycloaddition Reactions
Author(s) -
Wardakhan Wagnat W.
Publication year - 2006
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200600111
Subject(s) - cycloaddition , thiopyran , chemistry , semicarbazone , ring (chemistry) , mycelium , bicyclic molecule , heterocyclic compound , medicinal chemistry , stereochemistry , organic chemistry , catalysis , botany , biology
4‐Phenyl‐3‐thiosemicarbazide 1 reacted with the α‐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 4 H ‐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.