Reaction of tetraazathiapentalene and thiadiazolopyrimidine derivatives with heterocumulenes: Cycloaddition and elimination reactions  via  hypervalent sulfur intermediates | Zendy

Matsumura Noboru | Zendy; Ito Atsushi | Zendy; Tomura Masaaki | Zendy; Okumura Yasuyuki | Zendy; Mizuno Kazuhiko | Zendy

Premium

Reaction of tetraazathiapentalene and thiadiazolopyrimidine derivatives with heterocumulenes: Cycloaddition and elimination reactions via hypervalent sulfur intermediates

Author(s) -

Matsumura Noboru,

Ito Atsushi,

Tomura Masaaki,

Okumura Yasuyuki,

Mizuno Kazuhiko

Publication year - 2004

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.5570410116

Subject(s) - chemistry , hypervalent molecule , cycloaddition , reactivity (psychology) , sulfur , carbon disulfide , phenyl isothiocyanate , thermal decomposition , isothiocyanate , medicinal chemistry , derivative (finance) , elimination reaction , organic chemistry , catalysis , reagent , medicine , alternative medicine , pathology , financial economics , economics

Tetraazathiapentalene derivative 1 reacts with heterocumulenes such as diphenylketene (2) and 2‐pyridylisothiocyanate (5) to give heterocycles 3, 6 and 7 with elimination of methylisothiocyanate. The reactions of thiadiazolopyrimidine derivatives 8a‐b with ethoxycarbonyl isothiocyanate (9) and carbon disulfide (11) gives heterocycles 10 and 12 via thermal decomposition of 1:1 cycloadducts C and D which have a hypervalent sulfur. The mechanistic and reactivity features of these reactions are described.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research