Peptide Chemistry Research Institute, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran.
Department of Environmental Sciences, Faculty of Natural Resources and Marine Sciences, Tarbiat Modares University, Tehran, Iran.
Org Biomol Chem. 2022 Jan 19;20(3):579-583. doi: 10.1039/d1ob02114a.
A tandem reaction of 2-alkynylbenzaldoximes with propargylic alcohols has been developed for the synthesis of α-(4-bromo-isoquinolin-1-yl)-propenones. Employing 2-alkynylbenzaldoximes as a precursor in the presence of Br generates 4-bromo-isoquinoline--oxides. Subsequently, dehydroxylation of propargylic alcohols gives carbocation intermediates, which are trapped using the -oxides, affording aryl-substituted α-enones.
已开发出一种 2-炔基苯亚胺与丙炔醇的串联反应，用于合成 α-(4-溴异喹啉-1-基)-丙烯酮。在 Br 的存在下，使用 2-炔基苯亚胺作为前体生成 4-溴异喹啉-1-氧化物。随后，丙炔醇脱羟基生成碳正离子中间体，然后用 -氧化物捕获，得到芳基取代的 α-烯酮。
