Preparation of N,O-aminals as synthetic equivalents of H<sub>2</sub>CNAr and (H<sub>2</sub>CNHAr)<sup>+</sup>ions: neutral- and acid-promoted transformations
作者:José Barluenga、Ana M. Bayón、Pedro Campos、Gregorio Asensio、Elena Gonzalez-Nuñez、Yolanda Molina
DOI:10.1039/p19880001631
日期:——
A general method for the synthesis of N,O-aminals derived from primary aromatic amines is described. The reactivity of these compounds under neutral and acidic conditions has been studied and the title compounds can be envisaged as general purpose H2CNAr or (H2CNHAr)+ equivalents. N,O-Aminals have been converted into perhydrotriazines by moderate heating and into bis(4-aminoaryl)methane derivatives
描述了合成衍生自伯芳族胺的N,O-缩醛的一般方法。已经研究了这些化合物在中性和酸性条件下的反应性,可以将标题化合物设想为通用的H 2 C NAr或(H 2 C NHAr)+等同物。在控制pH的酸性介质中加热时,N,O-氨基缩醛已通过适度加热分别转化为过氢三嗪和双(4-氨基芳基)甲烷衍生物或N-苄基芳基胺。的还原Ñ,ö-乙缩醛与氰基硼氢化钠的作用表明,C-O键仅在酸性介质中被破坏。