Azonia-azulene salts. Part III. The thermal decomposition of o-benzylphenyl azides to give azepinoindoles
作者:G. R. Cliff、Gurnos Jones
DOI:10.1039/j39710003418
日期:——
an azanorcaradiene is an intermediate. Azepino[1,2-a]indol-6-ones [(38) and (42)] have been isolated; azepino[1,2-a]indol-8-one (21) has been prepared in good yield and converted into hydroxy- and ethoxy-azepino[1,2-a]indolium salts [(23) and (24)]. 1-(o-Azidophenyl)-1-phenylethanol (47) decomposed to give some o-anilinoacetophenone (49), showing the occurrence of another nitrene insertion pathway.
邻苄基苯叠氮化物的热分解通常得到10 H-氮杂环庚烷[1,2- a ]吲哚[(2),(3),(19),(26)-(28),(37)和(39) ]。在一种情况下,空间阻塞导致了6 H-叠氮庚烯[1,2- a ]吲哚(29)和8 H-叠氮庚烯-[1,2- a ]吲哚(30)。当苄基残基上存在邻甲氧基时,主要产物为a啶和a啶。1-取代的cr啶的形成表明,氮杂金刚烷是中间体。Azepino [1,2 - a ]吲哚-6-[[(38)和(42)]已被分离;azepino [1,2- a] indol-8-one(21)已以高收率制备,并转化为羟基-和乙氧基-氮杂环庚烷[1,2- a ]吲哚鎓盐[(23)和(24)]。1-(邻-叠氮基苯基)-1-苯基乙醇(47)分解得到一些邻-苯胺基苯乙酮(49),表明发生了另一种氮烯插入途径。