Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons was written by Zhang, Hongkui;He, Jiajia;Chen, Yayun;Zhuang, Cheng;Jiang, Chunhui;Xiao, Kai;Su, Zhishan;Ren, Xiaoyu;Wang, Tianli. And the article was included in Angewandte Chemie, International Edition in 2021.Safety of 2-Nitrobenzofuran This article mentions the following:
Chiral (dihydro)furo-fused heterocycles are significant structural motifs in numerous natural products, functional materials and pharmaceuticals. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chem. Herein, we develop an effective, modular method by a dipeptide-phosphonium salt-catalyzed regio- and stereoselective cascade reaction of readily available linear β,γ-unsaturated ketones with aromatic alkenes, affording a wide variety of structurally fused heterocyclic mols., e.g., I, in high yields with excellent stereoselectivities. Moreover, mechanistic investigations revealed that the bifunctional phosphonium salt controlled the regio- and stereoselectivities of this cascade reaction, particularly proceeding through the initial ketone α-addition followed by O-participated substitution; and the multiple hydrogen-bonding interactions between Broensted acid moieties of catalyst and nitro group of aromatic alkene were crucial in asym. induction. Given the generality, versatility, and high efficiency of this method, we anticipate that it will have broad synthetic utilities. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Safety of 2-Nitrobenzofuran).
2-Nitrobenzofuran (cas: 33094-66-5) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Safety of 2-Nitrobenzofuran
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem