1068658-06-9Relevant academic research and scientific papers
A highly chemoselective, Zr-Catalyzed C-O Bond functionalization of benzofuran
Yow, Shuhui,Nako, Adi E.,Neveu, Leonard,White, Andrew J. P.,Crimmin, Mark R.
, p. 5260 - 5262 (2013)
The chemoselective C-O bond functionalization of benzofuran with an aluminum dihydride may be catalyzed by zirconocene dichlorides. The reaction proceeds with the formal addition of a C-O bond to, and elimination of dihydrogen from, aluminum. The product of C-O bond alumination reacts with benzaldehyde via insertion of the carbonyl into the newly formed Al-C bond.
A Modular Synthesis of 2-Alkyl- and 2-Arylchromans via a Three-Step Sequence
Orr, Robert K.,Campeau, Louis-Charles,Chobanian, Harry R.,McCabe Dunn, Jamie M.,Pio, Barbara,Plummer, Christopher W.,Nolting, Andrew,Ruck, Rebecca T.
, p. 657 - 666 (2017/01/28)
A convergent three-step method for the synthesis of 2-substituted chromans is described. These results have been accomplished via the Heck coupling of readily accessible allylic alcohols and 2-iodophenols, followed by reduction and Mitsunobu cyclization. The utility and generality of this method is demonstrated through the synthesis of a series of 2-aryl-, 2-heteroaryl- and 2-alkylchromans, as well as an azachroman derivative. The asymmetric version of this approach via a Noyori-catalyzed ketone reduction and subsequent cyclization is likewise highlighted.
Wet SiO2 as a suitable media for fast and efficient reduction of carbonyl compounds with NABH3CN under solvent-free and acid-free conditions
Kouhkan, Mehri,Zeynizadeh, Behzad
experimental part, p. 2961 - 2966 (2012/04/17)
Reduction of carbonyl compounds such as aldehydes, ketones, α,β-unsaturated enals and enones, α-diketones and acyloins was carried out readily with NaBH3CN in the presence of wet SiO2 as a neutral media. The reactions were performed at solvent-free conditions in oil bath (70-80 °C) or under microwave irradiation (240 W) to give the product alcohols in high to excellent yields. Regioselective 1,2-reduction of conjugated carbonyl compounds took place in a perfect selectivity without any side product formation.
