Liang Yu-Jing, Gao Yuan-Yuan, Han Hua-Bo, Li Lu, Liu Lantao
College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, China.
Org Biomol Chem. 2024 Jun 26;22(25):5101-5104. doi: 10.1039/d4ob00756e.
4-Aryl-3,4-dihydrocoumarins are one of the most important structural motifs. Herein, we disclose an enantioselective N-heterocyclic carbene catalyzed β-arylation/cyclization of α-bromoenals with 3-aminophenols under mild conditions. The protocol allows for the rapid preparation of 4-aryl-3,4-dihydrocoumarins in acceptable yields with good enantioselectivities. The products of this reaction could be converted into chiral diarylpropanoic acid derivatives without erosion of the enantioselectivity.
4-芳基-3,4-二氢香豆素是最重要的结构基序之一。在此，我们披露了一种对映选择性N-杂环卡宾催化的α-溴代烯醛与3-氨基酚在温和条件下的β-芳基化/环化反应。该方法能够以可接受的产率和良好的对映选择性快速制备4-芳基-3,4-二氢香豆素。该反应的产物可以转化为手性二芳基丙酸衍生物，而不会降低对映选择性。
