Department of Small Molecule Process Chemistry, Genentech Inc. , 1 DNA Way, South San Francisco, California 94080, United States.
Org Lett. 2018 Feb 16;20(4):1252-1255. doi: 10.1021/acs.orglett.8b00197. Epub 2018 Feb 6.
An expedient two-step synthesis of 3,4-dihydropyrrolopyrazinones has been achieved via a Vilsmeier-Haack reaction of ketones, followed by an annulation of the corresponding chloroaldehydes with commercially available piperazin-2-ones. A variety of cyclic and acyclic ketones and piperazin-2-ones participated in this two-step chemistry, affording the desired 3,4-dihydropyrrolopyrazinones in up to 78% yield.
通过酮的 Vilsmeier-Haack 反应，然后用商业可得的哌嗪-2-酮对相应的氯代醛进行环化，实现了 3,4-二氢吡咯并[2,3-b]吡嗪酮的简便两步合成。各种环状和非环状酮和哌嗪-2-酮参与了这两步化学反应，以高达 78%的收率得到所需的 3,4-二氢吡咯并[2,3-b]吡嗪酮。
