AuCl3‐Catalyzed Ring‐Closing Carbonyl–Olefin Metathesis. Issue 9 (30th January 2020)

• Record Type: Journal Article
• Authors: Wang, Rui; Chen, Yi; Shu, Mao; Zhao, Wenwen; Tao, Maoling; Du, Chao; Fu, Xiaoya; Li, Ao; Lin, Zhihua
• Is Part Of: Chemistry. Volume 26:Issue 9(2020)
• Page Start: 1941
• Page End: 1946
• Publication Date: 2020-01-30
• Subjects: benzocarbocycles -- gold catalysis -- heterocycles -- metathesis -- organic synthesis; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201905199
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Compared with the ripeness of olefin metathesis, exploration of the construction of carbon–carbon double bonds through the catalytic carbonyl–olefin metathesis reaction remains stagnant and has received scant attention. Herein, a highly efficient AuCl3 ‐catalyzed intramolecular ring‐closing carbonyl–olefin metathesis reaction is described. This method features easily accessible starting materials, simple operation, good functional‐group tolerance and short reaction times, and provides the target cyclopentenes, polycycles, benzocarbocycles, and N‐heterocycle derivatives in good to excellent yields. Abstract : Heterocycles : AuCl3 efficiently catalyzed an intramolecular ring‐closing carbonyl–olefin metathesis reaction providing target cyclopentenes, phenanthrenes, benzocarbocycles, and N‐heterocycle derivatives in good to excellent yields. This method features easily accessible starting materials, simple operation, broad substrate scope, good functional‐group tolerance and short reaction times (see scheme).