Synthetic Studies on the Biologically Active 3-Benzazepines

1. 在对甲苯磺酸的存在下，一系列（甲基亚砜基）乙酰胺与富电子芳烃反应生成α -（甲基硫）芳基乙酰胺，其中一些通过酸催化环化N-（2-芳基乙基）-N-甲基-2-亚砜基乙酰胺合成了具有生物活性的芳基乙胺，如（<正负b>）-macromerin2.1,3,4,5-四氢- 2h -3-苯甲平-2- 1衍生物。研究了2h -3-苯并氮平-2-酮的一些化学转化。以酸催化-亚砜酰乙酰胺环化为关键步骤，以立体选择性方式合成了1,3,5,6,9,15-六氢- 4h -1,3-二唑啉[4,5-h]吡咯[2,1-b]- [3]benzazepin-2(1H)，8-二酮，这是（<正- >）-头孢噻嗪全合成的关键中间体

1. A series of (methylsulfinyl)acetamides reacted with electron-rich arenes in the presence of p-toluenesulfonic acid to give alpha-(methylthio)aryl- acetamides, some of which were transformed into biologically active aryl- ethylamines such as (<plus-minus>)-macromerin2.1,3,4,5-Tetrahydro-2H-3-benzazepin-2-one derivatives were synthesized by an acid-catalyzed cyclization of N-(2-arylethyl)-N-methyl-2-sulfinylacet- amides. Some chemical transformations of the 2H-3-benzazepin-2-ones were also investigated.3. Synthesis of 1,3,5,6,9,15-hexahydro-4H-1,3-dioxolo[4,5-h]pyrrolo[2,1-b]- [3]benzazepin-2(1H),8-dione, a key intermediate for the total synthesis of (<plus-minus>)-cephalotaxine, has been achieved in a stereoselective manner by a synthetic sequence involving an acid-catalyzed cylization of the alpha- sulfinylacetamide as a key ste