An efficient, environmentally benign, and solvent-free protocol for the synthesis of 4-substituted 1,5-benzodiazepines catalyzed by reusable sulfated polyborate

Atom‐economical Approaches to 1,5‐Benzodiazepines Containing Indole Ring via Fe3O4@SiO2‐PTSA‐catalyzed Multi‐component Domino Reactions

“…After a brief screening of solvents, proton solvent can promote the reaction more than aprotic solvent, and EtOH was determined to be optimal ( Table 1, entries 1-7, 13, 20-21). It is worth noting that the yield of compound 4 aa was further increased to 91 % by reducing the reaction temperature to À 5°C ( Table 1, entries [11][12][13][14], which was considered the optimal reaction temperature. The reaction was achieved under the condition of À 5°C, Fe 3 O 4 @SiO 2 -PTSA as catalyst and EtOH as solvent, completed in 6 h and the product was separated in excellent yield (92 %).…”

“…Subsequently, various catalysts were investigated to further optimize the efficiency of this transformation, and PTSA catalyst can make the yield of compound 7 aa up to 95 % ( Table 3, entries 5-8). Then the conversion efficiency of this reaction in PTSA/SiO 2 or Fe 3 O 4 @SiO 2 -PTSA as catalyst was tested, and the yield of compound 7 aa also reached 97 % ( Table 3, entries [13][14]. Compared with the aprotic solvent CH 3 CN, the protic solvent EtOH as the reaction solvent can effectively improve the yield of compound 7 aa (Table 4, entries 3-4, 8-9, 11-12).…”

“…[5] 1,5-benzodiazepines play a unique role in drug discovery programs because of their wide biological pharmacological and physiological activities, [6] such as hypnotic, [7] anxiolytic, [8] anticonvulsant, [9] amnesic, [10] etc., which also useful for the treatment of central nervous system diseases. [11] In addition, 1,5-benzodiazepines are used as starting materials for the preparation of fused ring compounds, such as triazolo-, [12] oxadiazolo-, [13] or furano-benzodiazepines. [14] Moreover, 1,5benzodiazepine derivatives are also involved in industry for the synthesis of some photosensitive materials.…”

Synthesis of novel azo‐linked 4‐arylidene‐benzodiazepine using cellulose@SP@catechin@Fe3O4 nanocomposite and study of their antioxidant activity

“…Given the significance of these properties, a wide range of synthetic multicomponent reactions has been documented for these heterocyclic compounds. [16][17][18][19][20][21][22][23] Synthesis routes for benzodiazepine have been documented utilizing various catalysts, including Tris (hydrogensulfato)boron [B (HSO 4 ) 3 ], 24 Fe (OTs) 3 /SiO 2, 25 Fe 3 O 4, 26 nicotine-based organocatalyst supported on silica nanoparticles (Fe [III]-NicTC@nSiO 2 ), 27 ytterbium (III) trifluoromethanesulfonate, 28 polyphosphoric acid, 29 graphene oxide nanosheets, 30 Lanthanum oxide [La 2 O 3 ] and Lanthanum hydroxide [La (OH) 3 ], 31 ZnS nanoparticles, 32 H 3 PMo 12 O 40 , 33 aluminum (III) 2-Aminoterephthalic metal-organic framework (NH 2 -MIL-101[Al]), 34 Fe 3 O 4 @chitosan, 35 sulfated polyborate, 36 Er (III) triflate, 37 ferrocene-supported activated carbon (FC/AC). 38 The advent of science and nanotechnologies has propelled the utilization of nanocatalysts to the forefront of both research and industrial endeavors.…”

Green Synthesis of 1,5-Benzodiazepines with Multifunctional Groups

“…Keywords three-component tandem reaction; green synthesis; 1,5-benzodiazepine compounds 1,5-苯并二氮杂䓬及其衍生物是一类具有生物活性 的含氮杂环化合物 [1][2][3] . 由于具有特权结构的分子骨架, 在不同位置和距离"接枝"活性功能基团可形成不同的 药效团配置 [4][5][6][7][8][9] , 可与不同的受体结合, 产生不同的药理 作用. 因此是许多天然产物和药物分子的骨架, 它们具 有抗焦虑 [10] 、抗抑郁 [11] 、抗炎 [12] 、镇痛 [13] 及催眠 [14] 等 多种生物活性, 是新药研发中一类有价值的活性化合 物.…”