Sachse Florian, Schneider Christoph
Institut für Organische Chemie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, Germany.
Org Lett. 2021 Apr 2;23(7):2682-2686. doi: 10.1021/acs.orglett.1c00588. Epub 2021 Mar 18.
A cooperative, one-pot approach for the in situ generation and ensuing cycloaddition of thioaldehydes and -quinone methides transiently formed under irradiation with UV-A light and Brønsted acid catalysis, respectively, has been developed giving direct access to benzo[][1,3]oxathiines in good to excellent yields and diastereoselectivity. Both electron-rich and electron-poor thioaldehydes easily react with a broad range of -quinone methides at ambient temperature in a short reaction time to furnish a wide variety of ,-heterocycles.
已开发出一种协同的一锅法，用于分别在紫外-A光照射和布朗斯特酸催化下原位生成硫醛和瞬态形成的醌甲基化物，并随后进行环加成反应，可直接以良好至优异的产率和非对映选择性得到苯并[][1,3]氧硫杂环戊烷。富电子和贫电子硫醛在环境温度下短时间内都能与多种醌甲基化物轻松反应，生成各种各样的α，β-杂环。
