McCourt Ruairí O, Scanlan Eoin M
Trinity Biomedical Sciences Institute (TBSI) , Trinity College Dublin, The University of Dublin , Dublin 2, Ireland.
Org Lett. 2019 May 3;21(9):3460-3464. doi: 10.1021/acs.orglett.9b01271. Epub 2019 Apr 23.
A novel strategy for the synthesis of δ-thiolactones from inexpensive and readily available γ-unsaturated esters has been developed. This strategy incorporates a radical acyl thiol-ene reaction as the key C-S bond forming step. Cyclization is achieved via a Steglich-type thiolactonization of 5-mercaptopentanoic acids. We report the facile and scalable synthesis of δ-thiolactones in moderate to good yield under mild reaction conditions with tolerance for a range of functional groups.
已经开发出一种从廉价且易于获得的γ-不饱和酯合成δ-硫代内酯的新策略。该策略将自由基酰基硫醇-烯反应作为关键的C-S键形成步骤。通过5-巯基戊酸的施陶丁格型硫代内酯化反应实现环化。我们报道了在温和的反应条件下，以中等至良好的产率，轻松且可扩展地合成δ-硫代内酯，并且该反应对一系列官能团具有耐受性。
