α-羰基烯酮式环二硫代缩醛化学(V)——β,β-1,3-亚丙二硫基-α,β-不饱和芳酮类化合物的合成

α-Oxo Ketene Cyclic Dithioacetal Chemistry(Ⅴ)——Synthesis of β,β-1,3-Dithiopropylidene-α,β-unsaturated Aryl Ketones

β,β-二烷硫基-α,β-不饱和酮类化合物作为一类具多反应中心的活泼中间体在有机合成中的应用,近20年来已引人注目并进行了深入广泛的研究~[1,2].以往的研究大多是针对β,β-二甲硫基-α,β-不饱和酮类化合物1进行的,而对结构相近的β,β-1,3-亚丙二硫基-α,β-不饱和酮类化合物2的研究较少.对于1类的合成,所用碱的选择至关重要~[1].实验证明叔丁醇钠和叔丁醇钾~[3～5]在1类的合成中效果较好.前文~[6]曾以六甲基二硅氨基锂(LHMDS)

Seven title compounds were synthesized from aryl ketones with active methylene.It is proved that potassium tert-butoxide is an effective base in this procedure.When the proportion of substrate :carbon disulfide :potassium tert-butoxide i 1,3-dibromopropane is 1:1:2:1.0-1.1,the reaction gave the best yield.In the reaction,the proper concentration to potassium tert-butoxide is 0.1-0.6 mol/L and 1,3-dibromopropane is more effective than 1,3-dichloropropane as the halohy-drocarbon.In the products,2b^2g are new compounds.