吡喃二酮衍生物的活性及吡喃酮并吡唑的合成研究进展

吡喃二酮衍生物具有较好的生物活性。回顾了近年来2,4 吡喃二酮化合物的生物活性的相关报道,概述了该类化合物的研究进展,简要介绍了吡喃酮并吡唑的合成方法。     

醇介质中超声波促进一锅法合成吡喃并[2,3-d]嘧啶衍生物

在超声波辐射下,以无水乙醇为溶剂,苯甲醛、丙二腈和巴比妥酸为试剂,合成吡喃并[2,3-d]嘧啶衍生物,并利用正交设计法探索最佳反应条件。     

萘并吡喃并[2,3-d]嘧啶-4(3H)-酮衍生物的合成与表征

通过氮杂Wittig反应合成了7种萘并吡喃并[2,3-d]嘧啶-4(3H)-酮衍生物。首先用2-萘酚、氰乙酸乙酯和芳醛通过Knoevenagl-Cope缩合得到2-氨基萘并吡喃(Ⅰ),(Ⅰ)再与三苯基膦反应得到膦亚胺中间体(Ⅱ)。(Ⅱ)与芳基异氰酸酯采用aza-Wittig反应得到碳二亚胺(Ⅲ)。(Ⅲ)再分别与胺、醇、酚反应合成了萘并吡喃并[2,3-d]嘧啶-4(3H)-酮Ⅳ(a-g)。目标化合物结构经1H-NMR、MS和IR进行了表征。试验考察了亲核试剂及反应条件对产品收率的影响。结果表明,亲核试剂空间位阻小反应速度较快,收率高;若有吸电子基团时,反应时间缩短。     

Succinimide-N-sulfonic Acid as a Recyclable Brönsted Acid Catalyst for Synthesis of Pyrano[4,3-b]pyran Derivatives by Using Solar Energy Under Solvent-Free Conditions

Succinimide-N-sulfonic acid as an efficient Brönsted acid catalyzed the synthesis of pyrano[4,3-b]pyrans by using solar energy as a green source of energy under solvent-free conditions. This method has the advantages of high yield, short reaction time, and clean and simple methodology. The catalyst could be recycled without significant loss of activity.     

5,6-二氢-6-烷基(芳基)-2H-吡喃-2,4-二酮的二硫缩醛化合物的合成及生物活性研究

采用5,6-二氢-6-烷基(芳基)-2H-吡喃-2,4-二酮在碱性条件下与二硫化碳和卤代烃进行缩合反应,合成了一系列吡喃酮的二硫缩醛。其结构经1HNMR和元素分析证实。生物活性初步测定表明,该类化合物具有一定的杀菌和除草的活性。     

Facile synthesis of novel 6-methyl-5-phenyl-2-sulfido-1,2,3,5-tetrahydro-4H[1,2] oxazolo[4′,5′:5,6]pyrano[2,3-d][1,3,2]diazaphosphinines

A number of 6-methyl-5-phenyl-2-sulfido-1,2,3,5-tetrahydro-4H[1,2]oxazolo[4′,5′: 5,6]pyrano[2,3-d][1,3,2]diazaphosphinines 4–11 were synthesized via an interaction of tetraphosphorus decasulfide and Lawesson’s reagent under different conditions with 6-amino-3-methyl-4-phenyl-4H-pyrano[3,2-d][1,2]oxazole-5-carbonitrile (3). The reaction mechanisms for these products were discussed. Structures of the newly synthesized products were established on the basis of elemental analysis and spectral data.     

Chemistry of 2-cyanomethylene-4-thiazolidinone

This article is a brief review about the synthesis and chemistry of 2-cyanomethylene-4-thiazolidinone 1. The most significant applications of 4-thiazolidinone 1 in heterocyclic synthesis are due to its two reactive methylenes. The endo-cyclic methylene protons are activated by the neighboring carbonyl moiety and the exo-cyclic methylene protons by the adjacent cyano group. Different types of reactions, such as alkylation, coupling, and Knoevenagel condensation, as well as cyclization reactions are illustrated for the synthesis of different classes of biologically important heterocyclic skeletons from this novel precursor.     

无溶剂微波辅助一锅法合成吡喃并[2,3-c]吡唑衍生物

绿色、高效、简便的催化多组分一锅法反应符合当前所倡导的"绿色"化学理念,是当今有机化学的研究热点.通过在无溶剂微波辅助条件下,使用廉价易得的KF/A1203催化吡唑啉酮、芳香醛和丙二腈的多组分"一锅法"反应,合成了一系列吡喃并[2,3-c]吡唑衍生物,反应时间为5-10 min,产率为85％-98％.标题化合物的结构经...     

Phosphine‐Catalyzed Cascade Reaction of Unsaturated Pyrazolones with Alkyne Derivatives: Efficient Synthesis of Pyrano[2,3‐c]pyrazoles and Spiro‐cyclopentanone‐pyrazolones

A triphenylphosphine‐catalyzed cascade reaction of unsaturated pyrazolones with dialkyl acetylenedicarboxylates or but‐3‐yn‐2‐one to synthesize the bioactive pyrano[2,3‐c]pyrazoles in moderate to excellent yields has been developed. Meanwhile, spiro‐cyclopentanone‐pyrazolones were also first constructed by the triphenylphosphine‐catalyzed cascade reaction of unsaturated pyrazolones with 4‐phenylbut‐3‐yn‐2‐one in moderate to good yields.