Fe(HSO4)3 Promoted Trimethylsilylation of Alcohols and Phenols in Solution and Under Solvent-Free Conditions

NaHSO4.H2O promoted oxidative deprotection of trimethylsilyl, tetrahydropyranyl and methoxymethyl ethers with HIO3

“…In continuation of our studies on the application of metal hydrogen sulfates in the promotion of organic reactions [14][15][16][17][18] and also using HIO 3 in organic transformations , 12,13,[19][20][21] we have found that HIO 3 in the presence of NaHSO 4 .H 2 O is able to oxidize TMS and THP ethers to their corresponding carbonyl compounds under mild reaction conditions. Herein we wish to report an efficient, simple and cheap method for the oxidation of the above mentioned substrates to aldehydes and ketones using HIO 3 / NaHSO 4 .H 2 O reagent system in moistured CH 3 CN.…”

“…Trimethylsilyl, tetrahydropyranyl and methoxymethyl ethers were prepared according to the literature procedures. 16,17,[25][26][27] All oxidation products are known compounds; they are identified by comparison of their physical data, IR and NMR spectra with those of authentic samples. Yields refer to isolated products or their 2,4-dinitrophenylhydrazones.…”

Succinimide sulfonic acid (SuSA): an efficient and recyclable catalyst for the chemoselective N-Boc protection of amines

“…In recent years, the introduction of new methods and reagents for the functional group transformations became an important part of our research program [21][22][23][24]. In continuation of these studies, we have found that succinimide (1), as a cheap and commercially available reagent, reacts with neat chlorosulfonic acid to give succinimide sulfonic acid (SuSA, 2) at room temperature.…”

Saccharin sulfonic acid catalyzed N-Boc protection of amines and formation of tert-butyl ethers from alcohols

“…In continuation of our ongoing research project on the development of new methods for the functional group transformations [22][23][24][25][26], we recently carried out a research work for the preparation of saccharin sulfonic acid (SaSA), as a stable derivative of saccharin and its application for the promotion of chemoselective trimethylsilylation of alcohols with hexamethyldisilazane [21]. Our investigation clarified that saccharin sulfonic acid was a suitable catalyst for the efficient conversion of amines to their corresponding N-Boc derivatives with (Boc) 2 O (Scheme 1).…”