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Investigation of isothiocyanate addition to alkylidene derivatives of malononitrile and cyanoacetic acid esters
Author(s) -
Hehemann David G.,
Winnik Witold
Publication year - 1993
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.5570300407
Subject(s) - chemistry , malononitrile , cyanoacetic acid , methylene , adduct , cyanate , pyridine , isothiocyanate , pyrimidine , phenyl isothiocyanate , organic chemistry , stereochemistry , catalysis
Addition of arylisothiocyanates to active methylene compounds leads to a variety of compounds depending on the structure of the starting material and conditions used to conduct the addition. Addition of arylisothiocyanate to 1c leads to a pyrido[2,3‐ d ]pyrimidine resulting from addition of a second mole of cyanate to the initial adduct. Addition of arylisothiocyanate to 1b led to a mixture of pyridine and thiopyran adducts, while addition to 1a led to open chain structures.