Hutt Johnathon T, Wolfe John P
University of Michigan, Department of Chemistry, 930 N. University Ave., Ann Arbor, MI, 48109-1055, USA.
Org Chem Front. 2016 Oct 1;3(10):1314-1318. doi: 10.1039/C6QO00215C. Epub 2016 Aug 22.
A new Pd-catalyzed alkene carboalkoxylation strategy for the preparation of 2,3-dihydrobenzofurans is described. This method effects the coupling of readily available 2-allylphenol derivatives with aryl triflates to generate a wide range of functionalized 2,3-dihydrobenzofurans in good yields and diastereoselectivities (up to >20:1). Use of newly developed reaction conditions that promote -heteropalladation of the alkene is essential in order to generate products in high yield.
本文描述了一种用于制备2,3-二氢苯并呋喃的新型钯催化烯烃碳烷氧基化策略。该方法实现了易得的2-烯丙基苯酚衍生物与芳基三氟甲磺酸酯的偶联,以良好的产率和非对映选择性(高达>20:1)生成了多种功能化的2,3-二氢苯并呋喃。为了高产率地生成产物,使用促进烯烃β-杂钯化的新开发反应条件至关重要。