1220120-57-9Relevant articles and documents
Rice husk: Introduction of a green, cheap and reusable catalyst for the protection of alcohols, phenols, amines and thiols
Shirini, Farhad,Akbari-Dadamahaleh, Somayeh,Mohammad-Khah, Ali,Aliakbar, Ali-Reza
, p. 164 - 170 (2014)
A mild, efficient and eco-friendly protocol for the chemoselective protection of benzylic and primary and less hindered secondary aliphatic alcohols and phenols as trimethylsilyl ethers and different types of amines as N-tert-butylcarbamates is developed using rice husk (RiH) as the catalyst. This reagent is also able to catalyze the acetylation of alcohols, phenols, thiols and amines with acetic anhydride. Easy work-up, relatively short reaction times, excellent yields and low cost, availability and reusability of the catalyst are the striking features of this methodology, which can be considered to be one of the best and general methods for the protection of alcohols, phenols, thiols and amines. In addition, the use of a green reagent in the above-mentioned reactions results in a reduction of environmental pollution and of the cost of the applied methods.
Hydrosilane-Promoted Facile Deprotection of tert-Butyl Groups in Esters, Ethers, Carbonates, and Carbamates
Ikeda, Takuya,Zhang, Zhenzhong,Motoyama, Yukihiro
supporting information, p. 673 - 677 (2019/01/04)
Combination of PdCl2 with 1,1,3,3-tetramethyldisiloxane in the presence of activated carbon was found to be an effective catalyst system for the cleavage reaction of C?O bond of O?t-Bu moieties. The present catalytic reaction offers a practical method for the deprotection of tert-butyl esters, tert-butyl ethers, O-Boc, and N-Boc derivatives under mild conditions. The addition of activated carbon in the reaction mixture was proved to be crucial for not only sustaining the catalytic activity but also trapping the palladium species after the reaction. (Figure presented.).
Succinimide sulfonic acid (SuSA): An efficient and recyclable catalyst for the chemoselective N-Boc protection of amines
Shirini, Farhad,Khaligh, Nader Ghaffari
experimental part, p. 631 - 635 (2012/07/03)
Succinimide sulfonic acid (SuSA) as a stable reagent is easily prepared by the reaction of succinimide with neat chlorosulfonic acid. This compound is able to catalyze the chemoselective conversion of amines to their corresponding N-Boc protected derivatives with (Boc)2O. All reactions were performed under mild conditions, giving the desired products in good to high yields. Springer-Verlag 2011.