Synthesis and reactions of some heterocyclic azacyanines
Synthesis and reactions of some heterocyclic azacyanines
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DOI：
10.1021/jo001484k
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发表时间：
2001-02-23
影响因子：
3.6
通讯作者：
Kurth, MJ
中科院分区：
文献类型：
--
作者：
Huang, KS;Haddadin, MJ;Kurth, MJ
报道了由氨基取代的杂环化合物与二碘甲烷一步合成氮杂菁的方法。这个有用的反应比最初报道的应用更广泛，包括合成新的取代的吡啶并-，异喹啉-，苯并咪唑-和苯并噻唑氮杂菁7。此外，用碱处理这些氮杂菁通常会影响二氢三嗪环的轻易打开，从而形成新的杂环10、11和12，这些杂环很难通过其他方法制备。在卤代氮杂菁7 b/c/d的情况下，该反应具有另外的方向，其中用碱处理产生新的令人感兴趣的双吡啶并三嗪衍生物14 b/c/d。
The one-step reaction of some amino-substituted heterocycles with diiodomethane to give azacyanines is reported. This useful reaction is of wider application than initially reported and includes the synthesis of new substituted pyrido-, isoquino-, benzimadazo-, and benzothiazoazacyanines 7. Furthermore, treatment of these azacyanines with base generally affects a facile opening of the dihydrotriazinium ring resulting in the formation of new heterocycles 10, 11, and 12, which would be difficult to prepare by other means. This reaction takes an additional direction in the case of halo-substituted azacyanines 7b/c/d where treatment with base gives rise to new interesting derivatives of dipyridotriazines 14b/c/d.