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1,4-二氮杂双环[2.2.2]辛烷催化在水介质中合成呫吨衍生物

DABCO Catalyzed Synthesis of Xanthene Derivatives in Aqueous Media.

作者信息

Paliwal Pradeep, Jetti Srinivasa Rao, Bhatewara Anjna, Kadre Tanuja, Jain Shubha

机构信息

Laboratory of Heterocycles, School of Studies in Chemistry & Biochemistry, Vikram University, Ujjain, Madhya Pradesh 456010, India.

出版信息

ISRN Org Chem. 2013 Mar 18;2013:526173. doi: 10.1155/2013/526173. eCollection 2013.

DOI:10.1155/2013/526173
PMID:24052863
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3767241/
Abstract

The reaction of 5,5-dimethylcyclohexane-1,3-dione with various heteroarylaldehydes afforded the corresponding heteroaryl substituted xanthene derivatives 1(a-f). The reaction proceeds via the initial Knoevenagel, subsequent Michael, and final heterocyclization reactions using 1,4-diazabicyclo[2.2.2]octane (DABCO) as a catalyst in aqueous media. The synthesized heteroaryl substituted xanthenes 1(a-f) reacted with malononitrile to obtain different alkylidenes 2(a-f). Short reaction time, environmentally friendly procedure, avoiding of cumbersome apparatus, and excellent yields are the main advantages of this procedure which makes it more economic than the other conventional methods.

摘要

5,5-二甲基环己烷-1,3-二酮与各种杂芳醛反应得到相应的杂芳基取代的呫吨衍生物1(a - f)。该反应通过初始的Knoevenagel反应、随后的Michael反应以及最后的杂环化反应进行，在水介质中使用1,4-二氮杂双环[2.2.2]辛烷（DABCO）作为催化剂。合成的杂芳基取代的呫吨1(a - f)与丙二腈反应得到不同的亚烷基2(a - f)。反应时间短、环境友好、避免使用繁琐的仪器以及产率优异是该方法的主要优点，这使得它比其他传统方法更经济。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/7b61f41ff1da/ISRN.OC2013-526173.sch.004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/3ce106924876/ISRN.OC2013-526173.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/df31eed4ccca/ISRN.OC2013-526173.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/f163dfec5218/ISRN.OC2013-526173.sch.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/7b61f41ff1da/ISRN.OC2013-526173.sch.004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/3ce106924876/ISRN.OC2013-526173.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/df31eed4ccca/ISRN.OC2013-526173.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/f163dfec5218/ISRN.OC2013-526173.sch.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5b33/3767241/7b61f41ff1da/ISRN.OC2013-526173.sch.004.jpg

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