Department of Medicinal and Applied Chemistry, Kaohsiung Medical University Hospital, Kaohsiung Medical University , Kaohsiung 807, Taiwan.
J Org Chem. 2017 Jul 7;82(13):7077-7084. doi: 10.1021/acs.joc.7b01278. Epub 2017 Jun 21.
In this article, a facile two-step and one-pot synthetic route for the preparation of substituted aryl dihydronaphthalenes starting from 2-allylbenzaldehydes via Grignard 1,2-addition and Bi(OTf)-catalyzed intramolecular olefinic cyclization has been developed. A five-membered ring indene skeleton is also prepared via olefin isomerization, 1,2-addition followed by cyclization. Some key structures are determined using single-crystal X-ray crystallography. A possible mechanism is presented herein.
本文开发了一种从 2-烯丙基苯甲醛出发，通过格氏 1,2-加成和 Bi(OTf)催化的分子内烯烃环化反应，简便的两步一锅法合成取代芳基二氢萘的方法。通过烯烃异构化、1,2-加成和环化反应，也制备了五元环茚骨架。一些关键结构通过单晶 X 射线晶体学确定。本文提出了一种可能的反应机制。
