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Cationic 1,3‐diazadienes in annulation reactions. Synthesis of pyrimidine, thiadiazinedioxide and triazine derivatives
Author(s) -
Landreau Cyrille,
Deniaud David,
Reliquet Alain,
Reliquet FranÇOise,
Meslin Jean Claude
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380113
Subject(s) - chemistry , annulation , phenyl isothiocyanate , isocyanate , dimethyl acetylenedicarboxylate , pyrimidine , cationic polymerization , isothiocyanate , triazine , acetylenedicarboxylate , organic chemistry , medicinal chemistry , cycloaddition , catalysis , stereochemistry , polyurethane
Triazapentadienium iodides 2 prepared from N '‐thiocarbamoylformamidines 1 are efficient intermediates in heterocyclic synthesis. They react with ketenes, sulfenes, phenyl isocyanate or isothiocyanate and dimethyl acetylenedicarboxylate affording the corresponding dihydropyrimidinones 3 , thiadiazinedioxides 5 , triazinones 6 , triazinethiones 7 and pyrimidines 9 .