70158-21-3Relevant articles and documents
Photoredox Catalysis of Aromatic β-Ketoesters for in Situ Production of Transient and Persistent Radicals for Organic Transformation
Chen, Bin,Feng, Ke,Guo, Jia-Dong,Tung, Chen-Ho,Wu, Li-Zhu,Xiao, Hongyan,Yang, Xiu-Long
supporting information, p. 5365 - 5370 (2020/02/28)
Radical formation is the initial step for conventional radical chemistry. Reported herein is a unified strategy to generate radicals in situ from aromatic β-ketoesters by using a photocatalyst. Under visible-light irradiation, a small amount of photocatalyst fac-Ir(ppy)3 generates a transient α-carbonyl radical and persistent ketyl radical in situ. In contrast to the well-established approaches, neither stoichiometric external oxidant nor reductant is required for this reaction. The synthetic utility is demonstrated by pinacol coupling of ketyl radicals and benzannulation of α-carbonyl radicals with alkynes to give a series of highly substituted 1-naphthols in good to excellent yields. The readily available photocatalyst, mild reaction conditions, broad substrate scope, and high functional-group tolerance make this reaction a useful synthetic tool.
Addition of mixed (Alkenyl)dialkylzincates to vicinal diketo esters
Selter, Lars,Harms, Klaus,Koert, Ulrich
, p. 1215 - 1230 (2017/12/07)
Methods for the regioselective alkylation, arylation, and alkenylation of α,β-diketo esters using organozinc reagents are reported. Alkylation and arylation at the α-position is possi-ble using diorganozinc compounds. Alkenylation can be achieved using mixed (alkenyl)dineopentylzincates.
Cooperative Indium(III)/Silver(I) System for Oxidative Coupling/Annulation of 1,3-Dicarbonyls and Styrenes: Construction of Five-Membered Heterocycles
Ko, Tae Yun,Youn, So Won
supporting information, p. 1934 - 1941 (2016/07/06)
A cooperative indium(III)/silver(I) system for the synthesis of various five-membered heterocycles, including dihydrofurans, pyrroles, spirolactones, and spiroiminolactones, through the sequential oxidative coupling/annulation reaction of 1,3-dicarbonyl compounds with styrenes has been developed. Four different heterocyclic systems were successfully synthesized depending on the substitution pattern of the substrates using readily available starting materials. This system has the advantages of a broad substrate scope, moderate to good chemical yields, an operationally easy and simple procedure, and short reaction times. (Figure presented.) .