作者:De-Yu Yang、Xian Huang
DOI:10.1055/s-1997-959
日期:1997.8
The hydroboration of dialkylselenoacetylenes 1, generated from alkylseleno bromides and sodium acetylide in liquid ammonia, with dicycloalkylboranes followed by iodination under basic condition produced (Z)/(E)-vinylic diselenides (2/3). The reaction proceeds with a transfer of one cycloalkyl group and smoothly to give major 2 and minor 3 in almost quantitative ratio (2:3=93:7 to 97:3). The hydroboration-iodination process provides a general method for synthesis of (Z)-vinylic diselenides containing cyclic systems.
由烷基硒溴和乙炔钠在液氨中生成的二烷基硒基乙炔1,在碱性条件下与二环烷基硼烷进行氢硼化反应,随后进行碘化处理,产生(Z)/(E)-乙烯基二硒醚(2/3)。该反应过程涉及一个环烷基的转移,顺利进行,主要产物2与次要产物3的产量几乎达到定量比(2:3=93:7至97:3)。氢硼化-碘化过程提供了一种合成含有环状结构的(Z)-乙烯基二硒醚的通用方法。