A palladium-catalyzed Heck/[4 + 1] decarboxylative cyclization cascade to access diverse heteropolycycles by using α-bromoacrylic acids as C1 insertion units. Issue 20 (16th August 2021)

• Record Type: Journal Article
• Authors: Zhang, Minghao; Zhou, Fengru; Xuchen, Xinyu; Zhou, Liwei; Deng, Guobo; Liang, Yun; Yang, Yuan
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 20(2021)
• Page Start: 5687
• Page End: 5692
• Publication Date: 2021-08-16
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo00861g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A novel palladium-catalyzed Heck/[4 + 1] decarboxylative cyclization cascade of alkene-tethered aryl iodides by employing α-bromoacrylic acids as C1 insertion units is reported. Abstract : A novel palladium-catalyzed Heck/[4 + 1] decarboxylative cyclization cascade of alkene-tethered aryl iodides with α-bromoacrylic acids is reported. This strategy employs α-bromoacrylic acids as a new C1 synthon to assemble diverse heteropolycycles, such as cyclopenta[ de ]isoquinolinediones and cyclopenta[ de ]indolo[2, 1- a ]isoquinolinones, in moderate to excellent yields. This reaction enables the construction of three C–C bonds via sequential fused palladacycle formation, C(vinyl)–Br bond activation and decarboxylation.