Ikeda Masazumi
Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto, Japan.
Yakugaku Zasshi. 2004 Apr;124(4):165-81. doi: 10.1248/yakushi.124.165.
This review describes the discovery of new reactions in the field of heterocyclic chemistry. The reactions taken as typical examples involve 1) the photochemical ring transformations of quinolines to indole rings, 2) the ring transformations of indoles to quinazoline and quinoxaline rings, 3) the ring expansion reactions of indoles to 1H-1-benzazepines, 4) the intramolecular photo[2+2]cycloaddition reactions of 2- or 3-alkenyloxy-(or amino-)cyclohex-2-en-1-ones, 5) the syntheses of the nitrogen-containing heterocycles using the cyclizations of N-alkenylcarbamoylmethyl radicals, and 6) the general syntheses of bridged azabicyclic compounds using radical translocation/cyclization reactions. Modification of the water-soluble aminating agent hydroxylamine-O-sulfonic acid to the more powerful aminating agent O-mesitylenesulfonylhydroxylamine is also described.
本综述描述了杂环化学领域新反应的发现。作为典型例子的反应包括：1）喹啉到吲哚环的光化学环转化；2）吲哚到喹唑啉和喹喔啉环的环转化；3）吲哚到1H-1-苯并氮杂卓的扩环反应；4）2-或3-链烯氧基-（或氨基-）环己-2-烯-1-酮的分子内光[2+2]环加成反应；5）使用N-烯基氨基甲酰甲基自由基环化反应合成含氮杂环；6）使用自由基迁移/环化反应合成桥连氮杂双环化合物。还描述了将水溶性胺化剂羟胺-O-磺酸改性为更强效的胺化剂O-均三甲苯磺酰基羟胺。
