27383-87-5Relevant articles and documents
Copper-catalyzed oxidative cyclization of glycine derivatives toward 2-substituted benzoxazoles
Liu, Shan,Zhu, Zhi-Qiang,Hu, Zhi-Yu,Tang, Juan,Yuan, En
supporting information, p. 1616 - 1619 (2021/03/01)
A novel and straightforward intramolecular cyclization of glycine derivatives to 2-substituted benzoxazoles through copper-catalyzed oxidative C-H/O-H cross-coupling was described. A variety of glycine derivatives involving short peptides underwent cross-dehydrogenative-coupling readily to afford diverse 2-substituted benzoxazoles. The synthetic method has the advantages of simple operation, broad substrate scope and mild reaction conditions, thus providing an alternative effective approach for benzoxazole construction.
Visible-Light-Induced Aerobic Oxidative Csp3?H Functionalization of Glycine Derivatives for 2-Substituted Benzoxazoles
Zhu, Zhi-Qiang,Liu, Shan,Hu, Zhi-Yu,Xie, Zong-Bo,Tang, Juan,Le, Zhang-Gao
supporting information, p. 2568 - 2572 (2021/03/31)
We report a simple oxidative Csp3?H functionalization reaction of glycine derivatives by visible-light photoredox catalysis. A wide range of glycine derivatives readily undergo the oxidative cyclization to afford various 2-substituted benzoxazoles. Importantly, this photocatalytic intramolecular dehydrogenative coupling reaction allows for the C?H functionalization of glycine derivatives involving short peptides under mild conditions, which may have value in preparing peptide-derived pharmacologically active molecules. (Figure presented.).
Base-Free Selective O-Arylation and Sequential [3,3]-Rearrangement of Amidoximes with Diaryliodonium Salts: Synthesis of 2-Substituted Benzoxazoles
Shi, Wei-Min,Li, Xiao-Hua,Liang, Cui,Mo, Dong-Liang
supporting information, p. 4129 - 4135 (2017/12/15)
A variety of functionalized 2-substituted benzoxazoles can be prepared in good yields from amidoximes and diaryliodonium salts by selective O-arylation and sequential [3,3]-rearrangement under metal-free conditions. O-arylation of amidoximes was promoted by 3 ? molecule sieves in the absence of a base and a sequential TFA-mediated [3,3]-rearrangement was used to synthesize 2-substituted benzoxazoles. Both of the O-aryl products and rearrangement products were compatible with a broad range of sensitive functional groups such as ester, aldehyde, nitro, vinyl, amine, and amide groups in addition to halides. A bidentate N-ligand with double benzoxazoles was prepared at gram-scale in two steps. (Figure presented.).
