106491-49-0Relevant academic research and scientific papers
The reductive etherification of carbonyl compounds using polymethylhydrosiloxane activated by molecular iodine
Yadav,Subba Reddy,Shiva Shankar,Swamy
, p. 46 - 48 (2010)
Aldehydes and ketones undergo a smooth reductive etherification by polymethylhydrosiloxane (PMHS) in the presence of a catalytic amount of molecular iodine under mild conditions to afford the corresponding symmetrical ethers in excellent yields. This new reagent system (PMHS/I2) provides a simple and convenient route for the preparation of symmetrical ethers from carbonyl compounds.
Synthesis of ethers from carbonyl compounds by reductive etherification catalyzed by iron(III) and silyl chloride
Savela, Risto,Leino, Reko
, p. 1749 - 1760 (2015/06/16)
A simple iron- and silyl chloride catalyzed method for the preparation of symmetrical and nonsymmetrical ethers is presented. Various aldehydes and ketones were reductively etherified by using triethylsilane as a reducing agent in the presence of 2 mol% of iron(III) oxo acetate and 8 mol% of chloro(trimethyl)silane. The reactions can be carried out at ambient temperatures and pressures with ethyl acetate as the solvent.
Bismuth trichloride catalyzed efficient reductive etherification of carbonyl compounds with alcohols: A novel method for preparation of symmetrical and unsymmetrical ethers
Wada, Makoto,Nagayama, Sonoe,Mizutani, Kaori,Hiroi, Ryoichi,Miyoshi, Norikazu
, p. 248 - 249 (2007/10/03)
The reductive homocoupling of a carbonyl compound and heterocoupling of a carbonyl compound with a non-protected alcohol were both effected smoothly at room temperature with triethylsilane in the presence of a catalytic amount of bismuth trichloride to afford the corresponding ethers in good yields.
Reduction of carbonyl compounds promoted by silicon hydrides under the influence of trimethylsilyl-based reagents
Aizpurua, Jesus M.,Lecea, Begona,Palomo, Claudio
, p. 2342 - 2347 (2007/10/02)
The synthetic utility of hydrosilanes under the influence of trimethylsilyl-based reagents as new reducing systems is described. 1,1,3,3-Tetramethyldisiloxane (TMDS) reagent in combination with iodotrimethylsilane or bromotrimethylsilane produces alkyl halides from aldehydes in good to excellent yields.Polymethylhydrosiloxane (PMS) in the presence of iodotrimethylsilane also produces benzyl iodides in excellent yields.On the contrary, PMS reagent was found unsuitable for the synthesis of benzyl bromides.Similary, TMDS reagent in combination with trimethylsilyl triflate produces symmetrical ethers from aldehydes without concomitant formation of competitive products.Under similar conditions, PMS reagent failed to provide the expected symmetrical ethers and Friedel-Crafts products were formed.Reduction of quinones to hydroquinones is also described.
