1601-09-8Relevant articles and documents
Iodonium-Catalyzed Carbonyl-Olefin Metathesis Reactions
Nguyen, Thanh Vinh,Oss, Giulia
, p. 1966 - 1970 (2019)
The carbonyl-olefin metathesis reaction has become increasingly important in organic synthesis due to its versatility in functional group interconversion chemistry. Recent developments in the field have identified a number of transition-metal and organic Lewis acids as effective catalysts for this reaction. Herein, we report the use of simple organic compounds such as N-iodosuccinimide or iodine monochloride to catalyze the carbonyl-olefin metathesis process under mild reaction conditions. This work broadens the scope of this chemical transformation to include iodonium sources as simple and practical catalysts.
AuCl3-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis
Wang, Rui,Chen, Yi,Shu, Mao,Zhao, Wenwen,Tao, Maoling,Du, Chao,Fu, Xiaoya,Li, Ao,Lin, Zhihua
supporting information, p. 1941 - 1946 (2020/02/11)
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.
Tropylium-promoted carbonyl-olefin metathesis reactions
Tran, Uyen P.N.,Oss, Giulia,Pace, Domenic P.,Ho, Junming,Nguyen, Thanh V.
, p. 5145 - 5151 (2018/06/21)
The carbonyl-olefin metathesis (COM) reaction is a highly valuable chemical transformation in a broad range of applications. However, its scope is much less explored compared to analogous olefin-olefin metathesis reactions. Herein we demonstrate the use of tropylium ion as a new effective organic Lewis acid catalyst for both intramolecular and intermolecular COM and new ring-opening metathesis reactions. This represents a significant improvement in substrate scope from recently reported developments in this field.