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Atom‐economical Approaches to 1,5‐Benzodiazepines Containing Indole Ring via Fe3O4@SiO2‐PTSA‐catalyzed Multi‐component Domino Reactions
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-11-27 , DOI: 10.1002/slct.202003903
KaiYue Zhang 1 , Jing Li 1 , KaiXuan Wang 1 , Xiaoying An 1 , LanZhi Wang 1
Affiliation  

Four novel atom‐economical approaches for synthesis of 1,5‐dihydrospiro[benzo[b][1,4]diazepine‐2,3′‐indole] compounds via three‐component or four‐component domino reactions have been developed in the presence of a catalytic amount of magnetic nanoparticles (Fe3O4@SiO2‐PTSA) in ethanol, which provide an efficient one‐pot synthesis of 1,5‐benzodiazepines with multi‐ring system and functional groups containing indole, aryl, ester, acyl and alkyl groups in excellent yields. In a one‐pot operation, two new nitrogen heterocycle (indole and diazepine) rings and four new chemical bonds (one C−C, two C−N and one C=C) were constructed by series of domino reactions. Furthermore, plausible catalytic synthesis reaction mechanisms have been proposed. The advantages of these methods are the green reaction process, the recyclable magnetic catalyst, mild reaction conditions, short reaction time and high yields of products.

中文翻译:

Fe3O4 @ SiO2-PTSA催化多组分多米诺反应的原子经济方法研究含吲哚环的1,5-苯二氮杂类

在存在三组分或四组分多米诺反应的情况下,已经开发出了四种新颖的原子经济方法来合成1,5-二氢螺[苯并[ b ] [1,4]二氮杂-2-3,3'-吲哚]化合物量的磁性纳米颗粒(Fe 3 O 4 @SiO 2乙醇中的PTSA),可以高效地一锅合成1,5-苯并二氮杂卓,具有多环系统和含有吲哚,芳基,酯,酰基和烷基的官能团,收率很高。一锅操作中,通过一系列多米诺反应构建了两个新的氮杂环(吲哚和二氮杂)环和四个新的化学键(一个CC,两个CN和一个C = C)。此外,已经提出了合理的催化合成反应机理。这些方法的优点是绿色反应过程,可循环使用的磁性催化剂,温和的反应条件,较短的反应时间和较高的产物收率。
更新日期:2020-11-27
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