Literature DB >> 12398527

High-speed microwave-promoted hetero-Diels-Alder reactions of 2(1H)-pyrazinones in ionic liquid doped solvents.

Erik Van Der Eycken1, Prasad Appukkuttan, Wim De Borggraeve, Wim Dehaen, Doris Dallinger, C Oliver Kappe.   

Abstract

Inter- and intramolecular hetero-Diels-Alder reactions in a series of functionalized 2(1H)-pyrazinones were investigated under controlled microwave irradiation. The cycloaddition reactions were efficiently performed in sealed tubes, utilizing either a combination of 1,2-dichloroethane and a thermally stable ionic liquid, or 1,2-dichlorobenzene as reaction medium. In all cases, a significant rate-enhancement using microwave flash heating as compared to thermal heating was observed.

Entities:  

Year:  2002        PMID： 12398527     DOI： 10.1021/jo0263216

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  6 in total

1.  A rapid microwave protocol for Heck vinylation of aryl chlorides under air.

Authors:  Gopal K Datta; Karl S A Vallin; Mats Larhed
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

Review 2.  Microwave-assisted synthesis using ionic liquids.

Authors:  Rafael Martínez-Palou
Journal:  Mol Divers       Date:  2009-06-09       Impact factor: 2.943

3.  One-pot synthesis, biological evaluation, and docking study of new chromeno-annulated thiopyrano[2,3-c]pyrazoles.

Authors:  Bhagyashri D Parmar; Tushar R Sutariya; Gaurangkumar C Brahmbhatt; Narsidas J Parmar; Rajni Kant; Vivek K Gupta; Prashant R Murumkar; Mayank Kumar Sharma; Mange Ram Yadav
Journal:  Mol Divers       Date:  2016-03-26       Impact factor: 2.943

4.  A thermally-induced, tandem [3,3]-sigmatropic rearrangement/[2 + 2] cycloaddition approach to carbocyclic spirooxindoles.

Authors:  Kay M Brummond; Joshua M Osbourn
Journal:  Beilstein J Org Chem       Date:  2010-04-08       Impact factor: 2.883

5.  Microwave-enhanced transition metal-catalyzed decoration of 2(1H)-pyrazinone scaffolds.

Authors:  Nadya Kaval; Katalin Bisztray; Wim Dehaen; C Oliver Kappe; Erik Van der Eycken
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

6.  Development of a microwave-assisted sustainable conversion of furfural hydrazones to functionalised phthalimides in ionic liquids.

Authors:  Valerija Karaluka; Kengo Murata; Shinto Masuda; Yuto Shiramatsu; Takuji Kawamoto; Helen C Hailes; Tom D Sheppard; Akio Kamimura
Journal:  RSC Adv       Date:  2018-06-20       Impact factor: 4.036
  6 in total

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