Microwave-assisted synthesis of 2-substituted 4,5,6,7-tetrahydro-1,3-thiazepines from 4-aminobutanol

• María C. Mollo,
• Natalia B. Kilimciler,
• Juan A. Bisceglia and
• Liliana R. Orelli

Beilstein J. Org. Chem. 2020, 16, 32–38, doi:10.3762/bjoc.16.5

• solvents [43]. Ring closure reactions leading to different heterocyclic cores are relevant among the synthetic applications of PPA esters. The use of MW irradiation as the energy source in these reactions [44][45][46][47] is of particular interest due to the many advantages associated with MAOS: very short

• –h, bearing ortho-substituted phenyl groups afforded slightly lower yields. Our results compare favourably with the previously reported data (58% yield of 4a, reaction time 48 h) as the method combines the efficiency of PPSE with the advantages of MAOS: very short reaction times and suppression of

Efficient synthesis of 4-substituted-ortho-phthalaldehyde analogues: toward the emergence of new building blocks

• Clémence Moitessier,
• Ahmad Rifai,
• Pierre-Edouard Danjou,
• Isabelle Mallard and
• Francine Cazier-Dennin

Beilstein J. Org. Chem. 2019, 15, 721–726, doi:10.3762/bjoc.15.67

• (MAOS) protocol for 2 was also tested in a basic medium with tetrabutylammonium bromide [18]. Nevertheless, this convenient time-saving procedure (15 minutes) shows a lower 74% yield due to the presence of a byproduct (propargylic alcohol) as evidenced by NMR spectroscopy. An intramolecular Diels–Alder

• MAOS conditions. All the above steps constitute a straightforward approach for the synthesis of 4-methoxy and 4-hydroxy-ortho-phthalaldehyde. The effective availability of both these structures may now increase their application as building blocks for future organic entities. In particular, the

• -hydroxy-ortho-phthalaldehyde (6) through MAOS demethylation of 4-methoxy-ortho-phthalaldehyde (5b). Protection of 4,5-dihydroisobenzofuran-5-ol (3). Ratio quantity of OPA formed during the oxidation of 5-substituted-4,5-dihydroisobenzofuran-5-ol on SeO2 or DDQ. Supporting Information Supporting

An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation

• Carolina S. García,
• Paula M. Uberman and
• Sandra E. Martín

Beilstein J. Org. Chem. 2017, 13, 1717–1727, doi:10.3762/bjoc.13.166

• make this protocol a great option for stilbene syntheses by Mizoroki–Heck reaction. Keywords: aqueous reaction medium; MAOS; Mizoroki–Heck reaction; Pd nanoparticle; sustainable organic synthesis; Introduction Palladium-catalyzed reactions have emerged as an important tool for organic synthesis

Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics

• Gijs Koopmanschap,
• Eelco Ruijter and
• Romano V.A. Orru

Beilstein J. Org. Chem. 2014, 10, 544–598, doi:10.3762/bjoc.10.50

Microwave-assisted synthesis of 5,6-dihydroindolo[1,2-a]quinoxaline derivatives through copper-catalyzed intramolecular N-arylation

• Fei Zhao,
• Lei Zhang,
• Hailong Liu,
• Shengbin Zhou and
• Hong Liu

Beilstein J. Org. Chem. 2013, 9, 2463–2469, doi:10.3762/bjoc.9.285

• toluene at 110 °C heated in an oil bath for 10 h. Unfortunately, most of the substrate 1a was recovered (Table 1, entry 1) and the desired product was obtained only in low yield (38%). Considering that microwave-assisted organic synthesis (MAOS) is time- and energy-saving [43][44][45], we then chose this

Gold film- catalysed benzannulation by Microwave- Assisted, Continuous Flow Organic Synthesis (MACOS)

• Gjergji Shore,
• Michael Tsimerman and
• Michael G. Organ

Beilstein J. Org. Chem. 2009, 5, No. 35, doi:10.3762/bjoc.5.35

• regioselective, and proceeds in good to excellent conversion. Keywords: benzannulation; flow synthesis; gold catalysis; microwave; thin metal film; Introduction Microwave-assisted organic synthesis (MAOS) has had a significant impact on organic and medicinal chemistry by dramatically shortening reaction times