School of Biological and Chemical Sciences, Queen Mary University of London , Mile End Road, London E1 4NS, U.K.
Org Lett. 2017 Sep 1;19(17):4644-4647. doi: 10.1021/acs.orglett.7b02272. Epub 2017 Aug 17.
The reaction of arynes with 1,4-dihydropyridines affords 2-aryl-1,2-dihydropyridines or 2-methylene-3-aryl-1,2,3,4-tetrahydropyridines via a regioselective C-2 or C-3 arylation. These compounds are the first series of isolable and bench-stable covalent ene adducts formed between dihydropyridines and unsaturated substrates. Experimental studies and DFT calculations provide mechanistic support for a concerted intermolecular aryne ene process, which may have implications for NAD(P)H model reactions.
芳炔与 1,4-二氢吡啶反应，通过区域选择性 C-2 或 C-3 芳基化反应生成 2-芳基-1,2-二氢吡啶或 2-亚甲基-3-芳基-1,2,3,4-四氢吡啶。这些化合物是二氢吡啶与不饱和底物之间形成的第一系列可分离和稳定的共价烯加合物。实验研究和 DFT 计算为协同的分子间芳炔烯反应提供了机制支持，这可能对 NAD(P)H 模型反应有影响。
