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Volume 16: Six-Membered Hetarenes with Two Identical Heteroatoms |
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Introduction by Prof. Yoshinori Yamamoto (Volume Editor): |
| This volume of Science of Synthesis is concerned with six-membered hetarenes containing
two identical heteroatoms, i.e. oxygen, sulfur, selenium, tellurium, nitrogen, or phosphorus
ring atoms.As with other volumes of Science of Synthesis, it is the synthesis of
these hetarenes which is the dominant topic; their chemistry is covered only when relevant
to their synthesis, or in a few instances where it leads to generally useful synthetic
procedures. The chemistry of six-memberered hetarenes with two nitrogen atoms (pyridazine,
cinnoline, phthalazine, pyrimidine, quinazoline, pyrazine, quinoxaline, phenazine,
purine, pyridodiazines, pteridine, and related compounds) has been studied for a very
long time. Accordingly, many of the references included in this volume date back to fairly
early work, although the literature coverage continues up to 2002. |
Some of the six-membered
heterenes with two nitrogen atoms retain considerable industrial interest up to the
present day, because of their biological activities and of their use as dyes. Pyrimidine and
purine are essential for any form of life. Six-membered hetarenes with two sulfur or selenium
atoms, especially thianthrene and selenanthrene and their analogues, are being
investigated for their organoconducting properties. Therefore, the compound classes covered
in this volume are of considerable contemporary interest and are likely to remain so
for many years to come. |
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The structure of this volume follows that established in the other hetarene volumes
of Science of Synthesis, i.e. the material is organized into methods for the synthesis of
the product class in question, with each method usually including a discussion of the
scope of the method, examples, and an experimental procedure. The product classes are
ordered according to the Science of Synthesis guidelines, with the methods and variations
within each product class following the sequence: synthesis by ring-closure reactions,
synthesis by ring transformation, aromatization, and synthesis by substituent modification. |
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