School of Chemistry, Bharathidasan University, Tiruchirappalli-620 024, India.
Org Biomol Chem. 2022 Mar 16;20(11):2209-2216. doi: 10.1039/d2ob00003b.
A metal-free BF·OEt catalyzed direct decarbonylative arylation of diazoamides with readily accessible aryl aldehydes under an open-air atmosphere was developed to afford 3-aryloxindoles 1,2-aryl migration with high selectivity. The reaction offers an efficient pathway for 3-arylation of diazoamides under relatively mild conditions, which shows a high level of functional group tolerance of both electron-donating and electron-withdrawing groups with a broad substrate scope. 3-Aryloxindoles were also obtained by a substituent-controlled chemo- and site-selective C-H bond functionalization of unprotected salicylaldehyde derivatives.
一种无金属 BF·OEt 催化的叠氮酰胺与易得的芳基醛在开放空气条件下的直接脱羰基芳基化反应得到 3-芳基氧化吲哚，具有高选择性的 1,2-芳基迁移。该反应在相对温和的条件下提供了一种高效的叠氮酰胺 3-芳基化途径，对供电子和吸电子基团都具有较高的官能团容忍度，底物范围广泛。通过未保护的水杨醛衍生物的取代基控制的化学和位点选择性 C-H 键官能化也得到了 3-芳基氧化吲哚。
