苯并呋喃衍生物和吲哚衍生物广泛存在于天然产物中,普遍具有生物活性。缩醛是被频繁使用的羰基保护基团。在 TMSOTf 和三甲基吡啶作用下,芳香基和烷基缩醛都可以直接与苯并呋喃或者吲哚发生烷基化反应;缩醛的两个烷氧基被苯并呋喃或者吲哚取代生成双苯并呋喃或双吲哚甲烷衍生物,与苯并呋喃相比,吲哚烷基化反应的得率较高。环状缩醛、含有氨基的缩醛和丙酮缩二甲醇也可以直接发生烷基化反应,反应条件温和。缩醛的一个烷氧基被吲哚取代的产物及其被转化为双取代产物的实验结果为反应机理提供了证据。
Benzofuran derivatives and bisindolylmethane derivatives are widely present in natural products, and have signifi-cant biological activity. Acetals were demonstrated to be efficient alkylating agents in the presence of TMSOTf and 2,4,6-collidine. Bisbenzofuranmethane and bisindolylmethane derivatives were easily obtained via direct alkylation of benzo-furnan or indole with a series of acetals including amino, cyclic, acetone, aryl and alkyl acetals. The reaction mechanism was proposed.