利用阳极氧化反应,将一系列N-芳基吡咯电氰化,区域专一地得到吡咯氰化物2,分离收率为76%。85%.将其与叠氮化钠反应,合成了一系列具有潜在血管紧张素II受体(AT)拮抗活性的新型四唑化合物.该合成路线的原料易得,并以阳极氰化芳香氮杂环引人氰基为关键步骤,可作为在芳香氮杂环上引人四唑基团的通用合成路线.
In this paper, tetrazole ring systems were sythesized by using readily available materials via anodic cyanations of suitably N-substituted pyrrole as key step. The electrooxidation of several 1-arylpyrroles was carried out in methanol containing sodium cyanide at a Pt anode in a divided cell. In all instances, replacement of a heteroaromatic hydrogen by a cyano group occurred regio-selectively, The corresponding pyrrole cyanides were obtained in yields ranging from 76% to 85%. The advantages of electrochemistry synthesis of pyrrole cyanides are as follows: the reaction condition is simple, the cost new tetrazole derivatives which may be non-peptidic compounds is low and the products is highly pure. The with' potential angiotensin Ⅱ antagonist properties, were synthesized by the formal [ 2 + 3 ] cycloaddition of NaN3 and pyrrole cyanides.