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Old Selenium Heterocycles Revisited: Synthesis, Spectroscopic, and Structural Characterization of N ‐Acyl‐1,3‐selenazol‐2(3 H )‐imines and 5‐Acyl‐1,3‐selenazol‐2‐amines from Acylselenourea Derivatives
Author(s) -
Mohr Fabian
Publication year - 2014
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.1935
Subject(s) - chemistry , phenacyl , selenium , mass spectrometry , nucleophilic acyl substitution , nuclear magnetic resonance spectroscopy , primary (astronomy) , acylation , organic chemistry , medicinal chemistry , stereochemistry , catalysis , physics , chromatography , astronomy
A series of five‐membered selenium heterocycles was prepared from the reaction of various selenoureas and phenacyl bromides. In the case of 1‐acyl‐3‐arylselenoureas N ‐acyl‐1,3‐selenazol‐2(3 H )‐imines are formed, whereas the analogous reaction with 3,3‐disubstituted 1‐acylselenoureas affords 5‐acyl‐1,3‐selenazol‐2‐amines. The compounds were characterized by NMR spectroscopy and mass spectrometry . In addition, the proposed structures were unambiguously confirmed by X‐ray diffraction studies.