Green Progression for Synthesis of Regioselective β-Amino Alcohols and Chemoselective Alkylated Indoles

Abstract

Solid acid catalysts based on zirconia materials were investigated for the first time as catalysts for regioselective organic synthesis under environmentally benign and mild conditions. The novel TiO2−ZrO2 mixed oxide catalyst led to two distinct products by the formation of an N−C bond (β-amino alcohols) and a C−C bond (Friedel−Crafts alkylation).

Bioactive Derivatives of Isopropylstilbene from Mutasynthesis and Chemical Synthesis

“…In most cases, the MTF‐1E catalyst is highly efficient, and the reaction proceeded smoothly to afford the desired product β‐amino alcohol in a high isolated yield (89–98 %) within a short reaction time (2–4 h). Styrene oxide underwent ring‐opening if it was reacted with aniline to yield a regioselective product through the preferential attack at the benzylic and more‐hindered terminal carbon atom (Table 2, entry 1) 30f. However, the reaction of aryloxy epoxides and other aliphatic terminal epoxides (epichlorohydrin, allyl glycidyl ether, propylene oxide) with aniline afforded the major secondary alcohol regioisomer regioselectively (Table 2, entries 2–3 and 13–15) through nucleophilic attack at a less sterically hindered carbon atom.…”

Cu(ii) PBS-bridged PMOs catalyzed one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles in water through click chemistry

“…The enriched product yields are partly due to the hydrophobic nature of the organic reactants, since their repulsion from water enhances the number of collisions between the organic molecules and increases their ground-state energies, leading to an increase in the reaction rate. 47 In recent years, water has been considered as an excellent reaction medium in synthetic organic chemistry with many promising advantages. Moreover, we have observed that several reactions frequently progress optimally in pure water.…”

Evolution of Epoxides to Synthesize b-amino Alcohols

“…Unfortunately, there are monosubstituent product and disubstituted in well yield under the high pressure and further investigations to develop the reaction epoxides with other nucleophiles in supercritical CO2 or modified supercritical CO2 are now in progress. Reaction in water as solvent: Thirupathi and co-workers reported solid acid catalysts based on zirconia materials for the first time as catalysts for regioselective organic synthesis under environmentally benign and mild conditions in 2010 45 . They tested various solid acids catalysts for the synthesis βamino alcohols and found a novel TiO 2 -ZrO 2 mixed oxide catalyst led to two distinct products by the formation of an N-C bond (β-amino alcohols) (Fig.…”