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Novel Organotellurium Heterocycles Derived From Bis(2‐Aminophenyl) Ditelluride
Author(s) -
Sanford Gabrielle,
Walker Kaitlynn E.,
Fronczek Frank R.,
Junk Thomas
Publication year - 2017
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.2624
Subject(s) - chemistry , carbon disulfide , nucleophile , in situ , medicinal chemistry , carbon fibers , nucleophilic addition , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , materials science , composite number , composite material
Novel methods for the preparation of organotellurium heterocycles derived from bis(2‐aminophenyl) ditelluride were developed. Thus, highly nucleophilic 2‐aminobenzenetellurol generated by reduction in situ reacted smoothly with malonitrile to 2‐cyanomethylbenzo‐1,3‐tellurazole, while its treatment with carbon disulfide and subsequent methylation generated 2‐methylmercaptobenzo‐1,3‐tellurazole. Amidation to (2‐haloacetamidophenyl) ditellurides, followed by reduction under carefully controlled conditions, furnished previously inaccessible 2 H ‐1,4‐benzotellurazin‐3(4 H )‐ones in yields ranging from 47‐62%.