Aromatic C–H bond functionalization through organocatalyzed asymmetric intermolecular aza-Friedel–Crafts reaction: a recent update

• Anup Biswas

Beilstein J. Org. Chem. 2023, 19, 956–981, doi:10.3762/bjoc.19.72

• solvent-controlled regioselectivity switch of this aza-Friedel–Crafts reaction can be explained by the involvement of the polar solvent (acetonitrile) in the H-bonding with the catalyst thus creating a more hindered environment for a C3 alkylation, rather favoring the reaction through the less congested

Switchable highly regioselective synthesis of 3,4-dihydroquinoxalin-2(1H)ones from o-phenylenediamines and aroylpyruvates

• Juraj Dobiaš,
• Marek Ondruš,
• Gabriela Addová and
• Andrej Boháč

Beilstein J. Org. Chem. 2017, 13, 1350–1360, doi:10.3762/bjoc.13.132

• could expand the synthetic impact of our results. Keywords: controlled regioselectivity; cyclocondensation; 3,4-dihydroquinoxaline-2(1H)one; HOBt/DIC; mechanism; Introduction The quinoxalin-2(1H)-one moiety is frequently found in compounds that exhibit biological activity, particularly antimicrobial

Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles

• Kathrin Fiege,
• Heinrich Lünsdorf,
• Sevil Atarijabarzadeh and
• Petra Mischnick

Beilstein J. Org. Chem. 2012, 8, 551–566, doi:10.3762/bjoc.8.63

• thermodynamically controlled regioselectivity for the cyanoethylation follows the order O-2 > O-4 > O-3 for all CE-dextrans. The order of partial DS values for CE-pullulans changes with increasing DS (and thus with the reaction conditions), in favor of the primary 6-OH. Considering the relative proportions of the