Transition-metal-free decarbonylation–oxidation of 3-arylbenzofuran-2(3H)-ones: access to 2-hydroxybenzophenones

• Bhaskar B. Dhotare,
• Seema V. Kanojia,
• Chahna K. Sakhiya,
• Amey Wadawale and
• Dibakar Goswami

Beilstein J. Org. Chem. 2024, 20, 2655–2667, doi:10.3762/bjoc.20.223

• synthetic route. Results and Discussion Initially, 3-arylbenzofuran-2(3H)-ones 3aa–ma were prepared following a SbCl3-catalyzed Friedel–Crafts alkylation of phenols 1a–m with benzylic alcohols 2a–d, earlier reported by us (Scheme 1) [21][22][23]. All the synthesized 3-arylbenzofuran-2(3H)-ones were

• residue (8.2 g), which was further characterized using 1H NMR. General procedure for the synthesis of 3-arylbenzofuran-2(3H)-ones (3aa–ma). 3-Arylbenzofuran-2(3H)-ones 3aa–ma were synthesized using a method previously reported by us [20]. A mixture of SbCl3 (1.5 mmol), phenol/substituted phenol 1a–m (5

Main group mechanochemistry

• Agota A. Gečiauskaitė and
• Felipe García

Beilstein J. Org. Chem. 2017, 13, 2068–2077, doi:10.3762/bjoc.13.204

• halides (AsI3 and SbCl3) have shown that selection of solution or mechanochemical conditions influence product stereoisomer distributions. In this case, the mechanochemical route increases the C1:C3 stereoisomer ratio in complexes 17 and 18 for As and Sb, respectively (see Scheme 7) [100]. The ability to

SbCl₃-catalyzed one-pot synthesis of 4,4′-diaminotriarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies

• Ghasem Rezanejade Bardajee

Beilstein J. Org. Chem. 2011, 7, 135–144, doi:10.3762/bjoc.7.19

• performing theoretical calculations at the HF and DFT levels of theory by standard 6-31G*, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results. Keywords: diaminotriarylmethane; SbCl3; solvent-free reactions; synthesis; vibrational analysis

• conditions by the use of SbCl3 as a versatile catalyst. In addition, structural and vibrational studies of leuco compounds by DFT methods were investigated for the first time. Results and Discussion Synthesis of DTM Our investigations showed that N,N-dimethylaniline reacts smoothly with arylaldehydes and

• heterocyclic aldehydes in the presence of SbCl3 to produce the corresponding DTMs in good to excellent yields. At first we focused on the reaction of benzaldehyde and N,N-dimethylaniline as a model reaction under various reaction conditions (with solvent, solvent-free, and microwave-assisted). Various protic