A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions

• Pezhman Shiri and
• Jasem Aboonajmi

Beilstein J. Org. Chem. 2020, 16, 551–586, doi:10.3762/bjoc.16.52

• reflux conditions for one day. The resulting powder was filtered off, washed with methanol, and dried. Finally, excess copper was removed by the Soxhlet extraction method (Scheme 9). The 1,3-dipolar reaction of organic alkynes, organic bromides (or aryldiazonium salts or epoxides), and sodium azide

Selective carboxylation of reactive benzylic C–H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system

• Toshifumi Dohi,
• Shohei Ueda,
• Kosuke Iwasaki,
• Yusuke Tsunoda,
• Koji Morimoto and
• Yasuyuki Kita

Beilstein J. Org. Chem. 2018, 14, 1087–1094, doi:10.3762/bjoc.14.94

• bromide [52] afforded modest yields of the carboxylation product 2a (Table 1, entry 1). Interestingly, a dramatic influence was observed when altering the bromide source to other types; the use of lithium bromide or organic bromides, e.g., bromotrimethylsilane and tetraethylammonium bromide, instead of

• the potassium salt, were unsuccessful in forming the carboxylate 2a (Table 1, entries 2–4). The reason for this behavior was thought to be because lithium bromide or organic bromides in combination with PIDA generated the electrophilic ‘Br+’ species [71] and molecular bromine [72], or hypobromite and

• bisacetoxy bromate(I) [73], respectively, rather than the desired bromo radical. As a result, bromination at the aromatic ring of substrate 1a occurred when LiBr was used (Table 1, entry 2), while no reaction was observed in the other two trials using organic bromides (Table 1, entries 3 and 4). At the

An efficient Pd–NHC catalyst system in situ generated from Na₂PdCl₄ and PEG-functionalized imidazolium salts for Mizoroki–Heck reactions in water

• Nan Sun,
• Meng Chen,
• Liqun Jin,
• Wei Zhao,
• Baoxiang Hu,
• Zhenlu Shen and
• Xinquan Hu

Beilstein J. Org. Chem. 2017, 13, 1735–1744, doi:10.3762/bjoc.13.168

• -PEG1900-Im was heated with various organic bromides (2-(bromomethyl)pyridine, benzyl bromide and 1-(bromomethyl)naphthalene) to generate the corresponding imidazolium salts L1–L3 under solvent-free conditions. All imidazolium salts were water-soluble and air-stable. The resulted salts L1–L3 were

The reductive decyanation reaction: an overview and recent developments

• Jean-Marc R. Mattalia

Beilstein J. Org. Chem. 2017, 13, 267–284, doi:10.3762/bjoc.13.30

• preserved in the decyanated product (73m,n,q). No radicals are trapped from the reduction of the 5-hexenyl radical probe 72m with both methods. Mononitrile 2,2-dimethylhexadecanenitrile appears inert with both methods, and organic bromides are not tolerated. The proposed mechanism is similar to Scheme 1

A new manganese-mediated, cobalt-catalyzed three-component synthesis of (diarylmethyl)sulfonamides

• Antoine Pignon,
• Erwan Le Gall and
• Thierry Martens

Beilstein J. Org. Chem. 2014, 10, 425–431, doi:10.3762/bjoc.10.39

• related compounds by a new manganese-mediated, cobalt-catalyzed three-component reaction between sulfonamides, carbonyl compounds and organic bromides is described. This organometallic Mannich-like process allows the formation of the coupling products within minutes at room temperature. A possible

• mechanism, emphasizing the crucial role of manganese is proposed. Keywords: carbonyl compounds; cobalt; manganese; multicomponent reaction; organic bromides; sulfonamides; Introduction (Diarylmethyl)amines constitute an important class of pharmacologically active compounds, displaying e.g. antihistaminic

• not active under standard conditions (Table 1, entry 20), and solvents other than acetonitrile did not allow the reaction to proceed (Table 1, entries 21 to 24). The scope of the reaction was then investigated by using various sulfonamides 1, aldehydes 2 and organic bromides 3, and the results are

Homolytic substitution at phosphorus for C–P bond formation in organic synthesis

• Hideki Yorimitsu

Beilstein J. Org. Chem. 2013, 9, 1269–1277, doi:10.3762/bjoc.9.143

• )-bridged ladder triphenylene by radical phosphination. Photoinduced phosphination of perfluoroalkyl iodides with tetraphenyldiphosphine. Ti(III)-mediated radical phosphination of organic bromides with white phosphorus. Radical anti-selective diphosphination of terminal alkynes. Photoinduced radical