Jiangsu Co-Innovation Center for Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
Org Lett. 2023 Jul 14;25(27):4956-4961. doi: 10.1021/acs.orglett.3c01503. Epub 2023 Jun 29.
A novel and unprecedented -toluenesulfonic acid-catalyzed dehydrative Nazarov-type cyclization/C2-N1 bond cleavage cascade reaction of perfluoroalkylated 3-indolyl(2-benzothienyl)methanols has been developed. This reaction provides an efficient and practical protocol for the construction of highly functionalized benzothiophene-fused cyclopentenones with exclusive stereoselectivity. In addition, this cascade transformation also delineates a rare example of the involvement of the selective C2-N1 bond cleavage of indoles.
一种新型的、前所未有的对甲苯磺酸催化的脱质子 Nazarov 型环化/C2-N1 键断裂级联反应已经被开发出来，用于全氟烷基化的 3-吲哚基（2-苯并噻吩基）甲醇。该反应为构建具有独特立体选择性的高官能化苯并噻吩稠合环戊烯酮提供了一种有效且实用的方法。此外，这种级联转化还描绘了吲哚的选择性 C2-N1 键断裂的罕见实例。
