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The reaction of 3‐(1‐imidazolyl)‐2‐alken‐1‐ones with nucleophiles
Author(s) -
Kashima C.,
Tajima T.,
Shimizu M.,
Omote Y.
Publication year - 1982
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.5570190614
Subject(s) - chemistry , nucleophile , yield (engineering) , conjugated system , medicinal chemistry , reaction conditions , organic chemistry , catalysis , materials science , polymer , metallurgy
Abstract Generally 3‐hetero‐substituted 2‐alken‐1‐ones were prepared from 1,3‐alkanediones, 3‐chloro‐2‐alken‐1‐ones, or conjugated ynones. The preparation of 3‐hetero‐substituted 2‐alken‐1‐ones was subjected to some limitations by these methods. By the reaction of 3‐(1‐imidazolyl)‐2‐alken‐1‐ones (I) and 3‐(3‐oxo‐1‐alkenyl)‐1‐methylimidazolium iodides (II) with nucleophiles, 3‐hetero‐substituted 2‐alken‐1‐ones could be obtained regioselectively in good yield under mild conditions. These results suggested that compounds I and II were concluded to be useful intermediates for the organic synthesis.