National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha, Hunan 410081, China.
Org Lett. 2021 Apr 16;23(8):2878-2883. doi: 10.1021/acs.orglett.1c00493. Epub 2021 Mar 29.
A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramolecular carbopalladation, C-H activation, and decarboxylation.
一种新型的钯催化脱羧级联环化反应，通过使用α-氧代羧酸作为三碳插入单元，可将各种稠合杂多环组装在一起。该方案通过使用不同的芳基碘化物，包括烯丙基 2-碘苯甲酰胺和 2-(2-碘苯基)-1-吲哚，以中等至良好的收率合成了异喹啉二酮和吲哚[2,1-]异喹啉酮稠合的苯并环庚酮。值得注意的是，该方法通过顺序的分子内碳钯化、C-H 活化和脱羧反应，实现了同时构建六元和七元环。
