87100-54-7Relevant academic research and scientific papers
Well-Defined, Versatile and Recyclable Half-Sandwich Nickelacarborane Catalyst for Selective Carbene-Transfer Reactions
Wang, Linghua,Perveen, Saima,Ouyang, Yizhao,Zhang, Shuai,Jiao, Jiao,He, Gang,Nie, Yong,Li, Pengfei
supporting information, p. 5754 - 5760 (2021/03/08)
Catalytic carbene-transfer reactions constitute a class of highly useful transformations in organic synthesis. Although catalysts based on a range of transition-metals have been reported, the readily accessible nickel(II)-based complexes have been rarely used. Herein, an air-stable nickel(II)-carborane complex is reported as a well-defined, versatile and recyclable catalyst for selective carbene transfer reactions with low catalyst loading under mild conditions. This catalyst is effective for several types of reactions including diastereoselective cyclopropanation, epoxidation, selective X?H insertions (X = C, N, O, S, Si), particularly for the unprotected substrates. This represents a rare example of carborane ligands in base metal catalysis.
Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds
Gallo, Rafael Douglas C.,Burtoloso, Antonio C. B.
, p. 4547 - 4556 (2018/10/17)
Solvent-free O-H insertion reactions in the presence of diazo carbonyl compounds were carried-out in very mild conditions. Unlike the traditional metal-catalysed version, employing rhodium acetate dimer, this method uses eco-friendly silica-supported HClO4 as the catalyst. Only 0.3 mol% of this Br?nsted acid catalyst, that can also be recycled several times, is necessary to guarantee very good yields (up to 97%) in the O-H insertion reactions. Reaction set-up is simple and permitted the preparation of forty-three α-hydroxy and α-alkoxy esters/ketones in just 1 h and at room temperature.
An efficient synthesis of tert-butyl ethers/esters of alcohols/amino acids using methyl tert-butyl ether
Mallesha,Prahlada Rao,Suhas,Channe Gowda
experimental part, p. 641 - 645 (2012/02/15)
A facile synthesis of a wide variety of tert-butyl ethers and tert-butyl ester derivatives under mild conditions is described. Alcohols etherified with tert-butyl methyl ether as tert-butyl source and solvent, in the presence of sulfuric acid. Many amino acid tert-butyl esters have been synthesized by this procedure. The reaction is simple, inexpensive, easily scaled up, and proceeds without observable racemization. A green method was developed for the deprotection of this group using Amberlite resin IR 120-H as catalyst.
Peroxy Esters. 8. Base-Catalyzed Rearrangement of Peroxy Esters: Formation of Alkoxyacetic Acid Derivatives
Nishinaga, Akira,Nakamura, Koichi,Matsuura, Teruo
, p. 3696 - 3700 (2007/10/02)
p-Peroxyquinol esters derived from base-catalyzed oxygenation of 4-alkyl-2,6-tert-butylphenols followed by Schotten-Baumann acylation undergo a novel base-catalyzed rearrangement with t-BuOK in N,N-dimethylformamide to give p-quinoxyacetic acid derivatives in excellent yield.The same base-catalyzed rearrangement was also observed with tert-butyl peroxy esters.The base-catalyzed reaction of peroxy esters depended strongly on the nature of the acyl group in the esters and the base used and is suggested to involve homolysis of the peroxy bond.
