[bmIm]Br catalyzed tandem construction of C–C and C–O bonds: a concise, convenient and atom-economical strategy for the synthesis of spiropyranopiperidine derivatives†,New Journal of Chemistry

当前位置： X-MOL 学术 › New J. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

[bmIm]Br catalyzed tandem construction of C–C and C–O bonds: a concise, convenient and atom-economical strategy for the synthesis of spiropyranopiperidine derivatives†
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-05-28 00:00:00 , DOI: 10.1039/c8nj00490k
Malik A. Waseem _{1,

2,

3,

4,

5} , Rafiq A. Rather _{2,

5,

6,

7} , Mohammad Saquib _{2,

3,

4,

5} , Afshan Ibad _{1,

2,

3,

4,

5} , Farah Ibad _{1,

2,

3,

4,

5} , Khursheed Ansari _{1,

2,

3,

4,

5} , M. A. Khuroo _{2,

5,

6,

7} , Mohammed A. Assiri _{2,

8,

9,

10,

11} , I. R. Siddiqui _{1,

2,

3,

4,

5}

Affiliation

A versatile one-pot domino access to chiral heterocyclic spiropyranopiperidine has been reported. This novel approach involves recyclable [bmIm]Br as a promoter as well as a reaction medium and KOH as a non-hazardous base for the facile chemical unification of DMAD, malononitrile and 1-methyl-4-piperidone, resulting in the formation of spiropyranopiperidine in an excellent yield after 3 hours under mild reaction conditions. This green and efficient methodology leads to a significant enhancement of the yield of product, elimination of the use of toxic and hazardous reagents and reduced waste formation. A plausible mechanism for the multiple bond forming heterocyclisation has also been proposed.

中文翻译：

[bmIm] Br催化的C–C和C–O键的串联结构：合成螺吡喃并哌啶衍生物的一种简洁，方便且原子经济的策略†

已经报道了一种通用的一锅多米诺（Domino）方法，用于手性杂环螺吡喃并哌啶。这种新方法涉及可循环利用的[bmIm] Br作为促进剂以及反应介质，而KOH作为无害碱，可实现DMAD，丙二腈和1-甲基-4-哌啶酮的简便化学统一，从而导致螺吡喃并哌啶的形成在温和的反应条件下3小时后，收率极高。这种绿色高效的方法可以显着提高产品的产量，消除有毒和有害试剂的使用，并减少废物的形成。还提出了用于形成多键的杂环化的合理机制。

更新日期：2018-05-28

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11