Transition‐Metal‐Free Synthesis of Polyfunctional Triarylmethanes and 1,1‐Diarylalkanes by Sequential Cross‐Coupling of Benzal Diacetates with Organozinc Reagents
作者:Baosheng Wei、Qianyi Ren、Thomas Bein、Paul Knochel
DOI:10.1002/anie.202101682
日期:2021.4.26
A variety of functionalized triarylmethane and 1,1‐diarylalkane derivatives were prepared via a transition‐metal‐free, one‐pot and two‐step procedure, involving the reaction of various benzal diacetates with organozinc reagents. A sequential cross‐coupling is enabled by changing the solvent from THF to toluene, and a two‐step SN1‐type mechanism was proposed and evidenced by experimental studies. The
通过无过渡金属的一锅两步程序制备了各种官能化三芳基甲烷和1,1-二芳基烷烃衍生物,其中包括各种二乙酸苯亚缩酯与有机锌试剂的反应。通过将溶剂从 THF 更改为甲苯,可以实现顺序交叉偶联,并提出了两步 S N 1 型机理,并通过实验研究证明了这一点。该方法的合成效用通过几种生物学相关分子的合成得到进一步证明,例如抗结核剂、抗乳腺癌剂、鞘氨醇-1-磷酸(S1P)受体调节剂的前体和FLAP抑制剂。