The Partial Reduction of Carboxylic Acids to Aldehydes<i>via</i>3-Acylthiazolidine-2-thiones with Diisobutylaluminum Hydride and with Lithium Tri-<i>t</i>-butoxyaluminum Hydride
作者:Toshio Izawa、Teruaki Mukaiyama
DOI:10.1246/bcsj.52.555
日期:1979.2
carboxylic acids and readily available thiazolidine-2-thione, were reduced to the corresponding aldehydes either with diisobutylaluminum hydride in toluene at −78–−40 °C in 70–90% yields or with lithium tri-t-butoxyaluminum hydride in tetrahydrofuran at −20-0 °C in 80–90% yields. The present method appears to be applicable to the synthesis of aldehydes from both aromatic and aliphatic derivatives having
3-酰基噻唑烷-2-硫酮,很容易从羧酸和容易获得的噻唑烷-2-硫酮制备,在-78--40°C 的甲苯中用氢化二异丁基铝以 70-90% 的收率或用在四氢呋喃中在 -20-0 °C 下以 80-90% 的产率使用氢化锂三叔丁氧基铝。本方法似乎适用于从具有氯、溴、硝基和非共轭双键的芳香族和脂肪族衍生物合成醛,除了用三叔丁氧基氢化铝锂和氰基衍生物与氢化二异丁基铝的反应。反应混合物原来的黄色消失表明还原完成。